Phosgene → 3-Chloroisatoic anhydride

HRID 743717

反応式

HRID 743717 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[NH2:11].[C:12](Cl)(Cl)=[O:13]>ClC1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]2[C:5]([O:7][C:12](=[O:13])[NH:11][C:3]=12)=[O:6]

参加物

4

反応物 2

HCID 6371Phosgene2 回HCID 808072-Amino-3-chlorobenzoic acid

生成物 1

HCID 5175353-Chloroisatoic anhydride

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
25 °C

実験手順

171.6 g (1.0 mol) of 99.7% 3-chloroanthranilic acid are initially introduced, in 1,720.0 g of chlorobenzene, into a four-necked flask having a stirrer, a thermometer and a reflux condenser operated at -20° C., and 440.0 g of phosgene are gassed in at 100° C. over a period of about 3 h while stirring thoroughly. After that, the mixture is stirred at 100° C. for a further 1 h, and is subsequently blown free of phosgene at this temperature using nitrogen. After cooling to about 25° C., the crystals which have precipitated out are filtered off with suction and the filter cake is washed with 2×50 ml of chlorobenzene and dried at 100° C. in vacuo. 184.9 g of 3-chloroisatoic anhydride, having a purity by GC of >99%, are obtained, corresponding to 93.6% of theory.

後処理

  1. customoperated at -20° C.
  2. stirringAfter that, the mixture is stirred at 100° C. for a further 1 h
  3. customthe crystals which have precipitated out
  4. filtrationare filtered off with suction
  5. washthe filter cake is washed with 2×50 ml of chlorobenzene
  6. customdried at 100° C. in vacuo
  7. customare obtained, corresponding to 93.6% of theory

出典と根拠

ORDレコード
ord-d824a54a50644cc2a74610e7c9d48a12
出典データセット
uspto-grants-1996_09
特許番号
US05557005

関連ノート

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