1,1'-Carbonyldiimidazole → 5-Chloro-1,3-dihydro-6-nitro-2H-benzimidazol-2-one

HRID 2401488노트

반응식

HRID 2401488 반응식
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([NH2:11])=[C:4]([NH2:12])[CH:3]=1.C1N=CN([C:18](N2C=NC=C2)=[O:19])C=1>C1COCC1>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]2[NH:11][C:18](=[O:19])[NH:12][C:4]=2[CH:3]=1

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 57026184-Chloro-5-nitro-o-phenylenediamine

생성물 1

HCID 145662265-Chloro-1,3-dihydro-6-nitro-2H-benzimidazol-2-one수율 84%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A stirred solution of 4-chloro-5-nitro-1,2-phenylenediamine (2.0 g, 10.66 mmol) and CDI (2.59 g, 16 mmol) in anhydrous THF (50 mL) was heated to 85° C. for 4 h. The reaction was allowed to cool and the solvents were removed under reduced pressure. The resulting residue was washed with 2M aqueous hydrochloric acid and recrystallised from methanol to afford 5-chloro-6-nitro-1H-benzo[d]imidazol-2(3H)-one as a brown solid (1.9 g, 84%), which was taken through to the next step with no further purification.

후처리

  1. temperatureto cool
  2. customthe solvents were removed under reduced pressure
  3. washThe resulting residue was washed with 2M aqueous hydrochloric acid
  4. customrecrystallised from methanol

출처 및 근거

ORD 기록
ord-e68b6d7080e049eaa3e7dcf43a4664da
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796296B2

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