Triphosgene → 6-Methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 877017노트

반응식

HRID 877017 반응식
[NH2:1][C:2]1[S:3][C:4]([CH3:10])=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1.O>[CH3:10][C:4]1[S:3][C:2]2[NH:1][C:12](=[O:14])[NH:9][C:7](=[O:8])[C:6]=2[CH:5]=1

참가 물질

5

반응물 2

HCID 94429TriphosgeneHCID 136257322-Amino-5-methylthiophene-3-carboxamide

생성물 1

HCID 127242076-Methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of Step 2 intermediate (16.5 g, 94.82 mmol) in dry THF (316 ml) was added triphosgene (14.07 g, 47.41 mmol) and the mixture was refluxed for overnight under nitrogen atmosphere. The mixture was cooled to room temperature and diluted with water (200 ml) under stirring. The solid precipitated out was collected by filtration and dried to give 13.8 g of the desired product; 1H NMR (300 MHz, DMSO-d6) δ 2.36 (s, 3H), 6.82 (s, 1H), 11.07 (br. s, 1H), 11.79 (br. s, 1H).

후처리

  1. temperaturethe mixture was refluxed for overnight under nitrogen atmosphere
  2. customThe solid precipitated out
  3. filtrationwas collected by filtration
  4. customdried

출처 및 근거

ORD 기록
ord-29ce839f16be474a976c95bc9faa2150
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987278B2

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