Phosgene → 3-Chloroisatoic anhydride

HRID 743716

反応式

HRID 743716 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]>C1(C)C=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 6371Phosgene3 回HCID 808072-Amino-3-chlorobenzoic acid2 回

生成物 1

HCID 5175353-Chloroisatoic anhydride

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
-20 °C

実験手順

190.7 g of 90% 3-chloroanthranilic acid, corresponding to 171.6 g (1.0 mol) of 100% 3-chloroanthranilic acid, are initially introduced, in 1,820.0 g of toluene, into a four-necked flask having a stirrer, a thermometer and a reflux condenser cooled down to -20° C., and 300.0 g of phosgene are then metered in at room temperature over a period of about 3 h while stirring thoroughly. The reaction mixture is heated to 100° C. and a further 150.0 g of phosgene are passed in over a period of 2 h. After that, the mixture is stirred at 100° C. for a further 1 h, and 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 toluene and dried at 100° C. in vacuo. 188.3 g of 3-chloroisatoic anhydride, having a purity by GC of >99%, are obtained, corresponding to 95.2% of theory.

後処理

  1. temperatureThe reaction mixture is heated to 100° C.
  2. customare passed in over a period of 2 h
  3. stirringAfter that, the mixture is stirred at 100° C. for a further 1 h
  4. temperatureAfter cooling to about 25° C.
  5. customthe crystals which have precipitated out
  6. filtrationare filtered off with suction
  7. washthe filter cake is washed with 2×50 ml of toluene
  8. customdried at 100° C. in vacuo
  9. customare obtained, corresponding to 95.2% of theory

出典と根拠

ORDレコード
ord-2c50b8bba19148e9a8197cc140fd4f23
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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