Water → HCID 23457196, compound

HRID 1680150Notes

Reaction equation

HRID 1680150 reaction equation
[Cl:1][C:2]1[C:3]([CH3:17])=[C:4]([CH:14]=[CH:15][CH:16]=1)[NH:5][C:6]1[C:7]([CH2:11][C:12]#N)=[CH:8][S:9][CH:10]=1.S(=O)(=O)(O)[OH:19].[OH2:23]>>[Cl:1][C:2]1[C:3]([CH3:17])=[C:4]([CH:14]=[CH:15][CH:16]=1)[NH:5][C:6]1[C:7]([CH2:11][C:12]([OH:19])=[O:23])=[CH:8][S:9][CH:10]=1

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 23457173HCID 23457173, compound

Product 1

HCID 23457196HCID 23457196, compound

Procedure

26.3 g (0.1 mole) of 4-(3-chloro-2-methylanilino)-3-thiophenacetonitrile are introduced into 135 ml of concentrated sulfuric acid; the resulting mixture is stirred at 20° for 1 hour; 49 ml of water are then added dropwise and the obtained mixture is heated to 100° for 3 hours. It is poured onto ice, and the precipitate, which has formed, is filtered off. Recrystallization from diisopropyl ether gives 4-(3-chloro-2-methylanilino)-3-thiophenacetic acid. m. 126° to 128°.

Workup

  1. temperaturethe obtained mixture is heated to 100° for 3 hours
  2. additionIt is poured onto ice
  3. customthe precipitate, which has formed
  4. filtrationis filtered off
  5. customRecrystallization from diisopropyl ether

Sources & evidence

ORD record
ord-ffc20abb99414f72b03d71baa3978b23
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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