Ammonia → tert-Butyl (5-bromo-2-carbamoylthiophen-3-yl)carbamate

HRID 11424

반응식

HRID 11424 반응식
[Br:1][C:2]1[S:6][C:5]([C:7](O)=[O:8])=[C:4]([NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:3]=1.OC1C2N=N[NH:24]C=2C=CC=1.Cl.CN(C)CCCN=C=NCC.N>C(#N)C>[Br:1][C:2]1[S:6][C:5]([C:7]([NH2:24])=[O:8])=[C:4]([NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:3]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 219758545-Bromo-3-((tert-butoxycarbonyl)amino)thiophene-2-carboxylic acidHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 21975856tert-Butyl (5-bromo-2-carbamoylthiophen-3-yl)carbamate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

5-Bromo-3-[(t-butyloxycarbonyl)amino]thiophene-2-carboxylic acid (0.80 g) was stirred in acetonitrile (80 ml). Hydroxybenztriazole (1.41 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.62 g) were added and stirring continued at room temperature for 10 minutes. Concentrated aqueous ammonia solution (8 ml) was added and the reaction mixture was heated to reflux for 1 h. The acetonitrile was removed by evaporation. Water (100 ml) was added and the mixture was sonicated and triturated. The resultant off-white solid was then collected by filtration, washed with water and dried under vacuum (0.763 g).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 1 h
  3. customThe acetonitrile was removed by evaporation
  4. additionWater (100 ml) was added
  5. customthe mixture was sonicated
  6. customtriturated
  7. filtrationThe resultant off-white solid was then collected by filtration
  8. washwashed with water
  9. customdried under vacuum (0.763 g)

출처 및 근거

ORD 기록
ord-0290ac04ad0e445e81e62a6c3df508c9
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098240B2

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