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

HRID 11424

反応式

HRID 11424 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0290ac04ad0e445e81e62a6c3df508c9
出典データセット
uspto-grants-2006_08
特許番号
US07098240B2

関連ノート

読み込み中…