PORTLAND — Judge Janice Wilson spent more than two hours unraveling what she called Bill Sizemore’s web of lies, ultimately ordering the Oregon political figure jailed after finding him in contempt of a previous court injunction.

“Oh, what a tangled web we weave, when first we practice to deceive,” the Multnomah County judge said, quoting Sir Walter Scott before launching into her rundown of Sizemore’s questionable dealings.

Wilson found that Sizemore had violated a 2003 court order that barred him from using a charitable organization to raise money for political purposes.

Sizemore, she said, would sit in jail until he files the required state and federal forms for his charity, the American Tax Research Foundation.

Sizemore’s lawyer Gregory Byrne said he hoped Sizemore would be released this morning, but declined to offer further comment.

The judge also ordered Sizemore and the charity to pay a judgment equal to the amount of assets that he and the charity transferred to him, for personal and political uses. Further litigation might be necessary to figure out just how much that is given how “incomplete” the financial records were, Wilson said.

Lastly, she extended the injunctions he violated for an additional five years.

Her opinion, which took more than two hours to deliver, was a string of acronyms, stand-ins for the various organizations Sizemore had created and then used to transfer funds to himself as compensation for political work. She took special care to poke holes in Sizemore’s testimony, saying he had “near total disregard for the oath.”

“The violations of the injunction are troubling in and of themselves.” But, Wilson said, they were even more troubling because with “Mr. Sizemore’s willingness to lie under oath, they reflect not merely contempt of court in the legal sense, but contempt for the court ... for the rule of law.”

The ruling was a victory for public-employee unions, which have been caught in a long-running battle with Sizemore.

“His pattern ... pretty much describes somebody who doesn’t care or believes he is above the law,” said Richard Schwarz, the executive director of The American Federation of Teachers-Oregon, one of the organizations that brought the contempt proceedings to court.

Sizemore is a one-time Oregon gubernatorial candidate and a fixture of the state’s ballot initiative process, with many of his measures targeting unions and their activism. An editorial cartoon from The Oregonian — which Sizemore proudly displays on his personal Web site — shows a teacher going over Oregon’s three branches of government: Executive, Legislative and Sizemore.

He filed dozens of potential proposals for November’s ballot. Five of them made it all the way to the voters. All failed.

“It’s always been clear that Sizemore was headed for jail,” said Kevin Looper, the executive director of Our Oregon, an organization which campaigned against the Sizemore measures, in a statement. “It was just a matter of how long it was going to take, and who was going to put him there.”

Monday’s ruling marked the fourth time Sizemore had been found in contempt of court.

At issue was whether Sizemore had violated the 2003 injunction, which stipulated that, among other things, Sizemore-run charitable organizations had to comply with Oregon and federal campaign and charitable reporting laws and not make political contributions to political action committees. Or, as Wilson explained, it meant “only that (Sizemore) obey the law.”

However, the Oregon Education Association and The American Federation of Teachers-Oregon claimed during the three-day contempt hearing in October that Sizemore violated those and other stipulations in creating the American Tax Research Foundation and then using it to funnel money to himself.

They said — and Wilson agreed — that Sizemore created a sham charity and that its two biggest contributors, Loren Parks, who now lives in Nevada, and Dick Wendt, co-founder of Jeld-Wen in Klamath Falls, contributed more than $1 million to the charity to pay for and compensate him for work on various ballot measures.

Sizemore said that his use of the money was outlined in an agreement he made with the foundation. Included in that agreement, Sizemore previously told The Associated Press, was an income of $115,000 a year, a car allowance, an expense account for travel, “and health insurance or the equivalent in cash, which is how I paid for my daughter’s braces.”

Wilson, however, was unmoved by that defense. “I find that the amount of work done by Mr. Sizemore in furtherance of the legitimate work of (the foundation) was negligible and that it did not justify a fraction of the money Mr. Sizemore caused (the foundation) to pay him or pay to benefit his family,” she said.

After Wilson finished reading her ruling, deputies approached an expressionless Sizemore, slipped handcuffs around his wrists and led him from the courtroom.