Acetonitrile → 8-Chloro-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxide

HRID 1199974노트

반응식

HRID 1199974 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[NH:10][C:9](=O)O[C:6](=[O:7])[C:5]2=[CH:12][CH:13]=1.CSC(=N)[NH:17][S:18]([CH2:21]Cl)(=[O:20])=[O:19].C(#[N:26])C>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6](=[O:7])[N:26]3[CH2:21][S:18](=[O:19])(=[O:20])[NH:17][C:9]3=[N:10]2)=[CH:12][CH:13]=1

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 3291054-Chloroisatoic anhydrideHCID 178504066methyl N'-(chloromethylsulfonyl)carbamimidothioate

생성물 1

HCID 1357403118-Chloro-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxide

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

To a stirred slurry of 4-chloroisatoic anhydride (4.95 g, 25 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (5.07 g, 25 mmol) in acetonitrile (25 ml) under nitrogen is added 4-(N,N-dimethylamino)pyridine (3.97 g, 33 mmol). The mixture is refluxed under nitrogen for 24 hr, concentrated, then worked up as in Example 4 above. The resulting gummy solid is triturated with hot ethanol, then recrystallized from DMF to provide the title compound as a white solid, mp >300° C. (1.65 g, 24%)

후처리

  1. temperatureThe mixture is refluxed under nitrogen for 24 hr
  2. concentrationconcentrated
  3. customThe resulting gummy solid is triturated with hot ethanol
  4. customrecrystallized from DMF

출처 및 근거

ORD 기록
ord-6d5f7e7134ca467e930dea0656fe9c91
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904667

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