Anthranilamide → Urea

HRID 272587

반응식

HRID 272587 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C[N:12]1[C:16](=[O:17])CCC1>>[NH:1]1[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[NH:6][C:16]1=[O:17].[NH2:12][C:4]([NH2:6])=[O:5]

참가 물질

4

실험 절차

Amino-benzamide (6) can be cyclized to provide quinazoline-2,4-dione (7) upon treatment with urea in solvent such as NMP. Compound (7) can be treated with N,N-diethylaniline and POCl3 to give 2,4-dichloroquinazoline (8), which, when treated with NH3 in a solvent such as MeOH provides compound (9). Compound (9) can be reacted with t-butyl nitrite in THF to provide compound (10) which, when coupled with an appropriate amine NH2Q, e.g., in NMP, affords compounds of Formula (I).

출처 및 근거

ORD 기록
ord-0368fad261fb4e8ebb1168068c027388
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456185B2

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