Methanol → 5-Bromo-1,3-dihydro-2H-benzimidazol-2-one

HRID 2096793노트

반응식

HRID 2096793 반응식
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([NH2:21])[CH:15]=1.CO.O>CN1C(=O)CCC1>[Br:13][C:14]1[CH:19]=[CH:18][C:17]2[NH:20][C:1](=[O:2])[NH:21][C:16]=2[CH:15]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 3235934-Bromobenzene-1,2-diamine

생성물 1

HCID 122280605-Bromo-1,3-dihydro-2H-benzimidazol-2-one

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매2회

반응 조건

온도
100 °C

실험 절차

1,1′-Carbonyldiimidazole (2.1 g) in NMP (5 ml) was added to a solution of 4-bromo-o-phenylenediamine (CAS Reg. No. 1575-37-7, 2 g) in NMP (5 ml). The mixture was heated to 100° C. for 2 h and then allowed to cool to 60° C. MeOH (3 ml) was added, and the mixture was allowed to cool to room temperature. Water (50 ml) was added. The mixture was filtered. The residue was washed with isopropanol and then dried in vacuo to give the title compound (1.65 g) as a dark brown solid. MS (m/e, ISP neg. ion)=213.1 [M−H+].

후처리

  1. temperatureto cool to 60° C
  2. temperatureto cool to room temperature
  3. filtrationThe mixture was filtered
  4. washThe residue was washed with isopropanol
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-5eb3a45532c3471dae728e3d279d97a0
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450313B2

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