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

HRID 2096793ノート

反応式

HRID 2096793 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒2 回

反応条件

温度
100 °C

実験手順

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+].

後処理

  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

出典と根拠

ORDレコード
ord-5eb3a45532c3471dae728e3d279d97a0
出典データセット
uspto-grants-2013_05
特許番号
US08450313B2

反応ノート

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