Urea → HCID 68468856, 화합물

HRID 2382699노트

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HRID 2382699 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 68468856HCID 68468856, 화합물수율 44.8%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

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온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-751ae9e7c8fd4ba7a2e93c960bb43872
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263588B2

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