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Ammonia → 5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepin-3-carboxamide

HRID 1378247
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HRID 1378247 반응식
C(N1C=CN=C1)([N:3]1C=CN=C1)=O.[CH3:13][N:14]1[C:20](=[O:21])[C:19]2[S:22][CH:23]=[CH:24][C:18]=2[N:17]2[CH:25]=[N:26][C:27]([C:28]([OH:30])=O)=[C:16]2[CH2:15]1.N>CN(C)C=O>[CH3:13][N:14]1[C:20](=[O:21])[C:19]2[S:22][CH:23]=[CH:24][C:18]=2[N:17]2[CH:25]=[N:26][C:27]([C:28]([NH2:3])=[O:30])=[C:16]2[CH2:15]1
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참가 물질

5

반응물 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 212899275,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylic acid

생성물 1

HCID 229143245-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepin-3-carboxamide수율 86.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5.66 g (34.9 mmol) of 1,1'-carbonyldiimidazole were added portionwise to a suspension of 8.8 g (33.4 mmol) of 5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepin-3-carboxylic acid (EP 150 040 A2) in 80 ml of dimethylformamide. The resulting pale brown solution was heated to 50° for 45 minutes. Subsequently, the solution was cooled to room temperature and 8.1 ml of aqueous ammonia solution were added dropwise thereto. After a further 30 minutes the reaction mixture was poured into 100 ml of ice-water and the resulting precipitate was filtered off and rinsed with water, ethanol and subsequently with ether. After drying at 70°/10 Torr there were obtained 7.6 g (86%) of 5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepin-3-carboxamide as colourless crystals of m.p. 294°-296°.

후처리

  1. temperatureThe resulting pale brown solution was heated to 50° for 45 minutes
  2. filtrationthe resulting precipitate was filtered off
  3. washrinsed with water, ethanol and subsequently with ether
  4. customAfter drying at 70°/10 Torr there

출처 및 근거

ORD 기록
ord-a50ae11a7176432ba5f450c5c777cb38
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05665718

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