Triphosgene → 4-Nitro-1H-benzo[d]imidazol-2(3H)-one

HRID 641379ノート

反応式

HRID 641379 の反応式
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[N+:13]([C:16]1[C:17]([NH2:23])=[C:18]([NH2:22])[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>CC#N>[N+:13]([C:16]1[C:17]2[NH:23][C:5](=[O:11])[NH:22][C:18]=2[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]

参加物

4

反応物 2

HCID 94429TriphosgeneHCID 43595253-Nitro-1,2-phenylenediamine

生成物 1

HCID 41498284-Nitro-1H-benzo[d]imidazol-2(3H)-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Triphosgene (56 g, 188.8 mol) was added portionwise over 15 min to a solution of 3-nitro-1,2-phenylenediamine (25.5 g, 167 mol) in CH3CN (400 mL) at 0° C. and the mixture was allowed to warm to ambient temperature after 30 min. The reaction was concentrated in vacuo, diluted with toluene (100 mL) and the solid precipitate was collected by filtration to give the title compound. MS: m/z=180 (M+1).

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. additiondiluted with toluene (100 mL)
  3. filtrationthe solid precipitate was collected by filtration

出典と根拠

ORDレコード
ord-9b996c82427e49d9bdd9e2ccf5ee0e85
出典データセット
uspto-grants-2010_04
特許番号
US07696192B2

反応ノート

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