Urea → HCID 68468856、化合物

HRID 1891376ノート

反応式

HRID 1891376 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]2=3)(=[O:10])=[O:9])=[CH:4][C:3]=1[NH2:22].[NH2:23][C:24](N)=[O:25].CCOCC>ClCCCl.CC(O)=O.C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]2=3)(=[O:9])=[O:10])=[CH:4][C:3]=1[NH:22][C:24]([NH2:23])=[O:25]

参加物

7

反応物 3

HCID 1176UreaHCID 3283Diethyl EtherHCID 231203012-Chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenylamine

生成物 1

HCID 68468856HCID 68468856、化合物収率 44.8%

試薬・触媒・溶媒 3

HCID 111,2-Dichloroethane溶媒HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

To 2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenylamine (3.4 g, 10 mmol) in DCE (20 mL) and HOAc (20 mL) was added urea (1.2 g, 20 mmol). The mixture was stirred at 100° C. for 24 hrs and was then partitioned between DCM (150 mL) and sat. NaHCO3 solution (150 mL). Additional solid NaHCO3 was added until the aqueous layer pH value was 8. The organic layer was separated, washed with saturated NaHCO3 and brine, dried over MgSO4 and evaporated to obtain a yellow oil. The oil was re-dissolved in DCM (10 mL) and ether (50 mL) and stood at rt for 12 hrs to give [2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-urea (1.7 g) as a white solid. MS: 379.7 (M+H)+; tR=6.67 min (method 2).

後処理

  1. customwas then partitioned between DCM (150 mL) and sat. NaHCO3 solution (150 mL)
  2. additionAdditional solid NaHCO3 was added until the aqueous layer pH value
  3. customThe organic layer was separated
  4. washwashed with saturated NaHCO3 and brine
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. customto obtain a yellow oil

出典と根拠

ORDレコード
ord-3e1827b1cf4d435e84ce6a9ae50cf33e
出典データセット
uspto-grants-2013_08
特許番号
US08507536B2

反応ノート

読み込み中…