Hydrochloric Acid → HCID 13091806, compound

HRID 905039Notes

Reaction equation

HRID 905039 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:24])[C:10](=[N:13][C:14]3[CH:19]=[CH:18][C:17]([O:20]C(=O)C)=[CH:16][CH:15]=3)[S:11][CH:12]=2)=[CH:4][C:3]=1[S:25](=[O:30])(=[O:29])[N:26]([CH3:28])[CH3:27].[OH-].[Na+].Cl>C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:24])[C:10](=[N:13][C:14]3[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=3)[S:11][CH:12]=2)=[CH:4][C:3]=1[S:25](=[O:30])(=[O:29])[N:26]([CH3:27])[CH3:28]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20476832HCID 20476832, compound

Product 1

HCID 13091806HCID 13091806, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of 1.7 g of 4-(4-chloro-3-dimethylsulfamoylphenyl)-2-(4-acetoxyphenylimino)-3-methyl-4-thiazoline (Example 8) in 30 ml of ethanol and 20 ml of water is brought to pH 11-12 with 2 N caustic soda and stirred at room temperature for 3 hours. After neutralization with 2 N hydrochloric acid, and repeated extraction with methyl acetate, the organic phases are dried, evaporated and the residue recrystallized from ethyl acetate/ethanol. Beige-colored crystals of m.p. 188°-190° C., identical with the product obtained by the method (a)-(c) by thin layer comparison.

Workup

  1. extractionextraction with methyl acetate
  2. customthe organic phases are dried
  3. customevaporated
  4. customthe residue recrystallized from ethyl acetate/ethanol
  5. customBeige-colored crystals of m.p. 188°-190° C., identical with the product obtained by the method (a)-(c) by thin layer comparison

Sources & evidence

ORD record
ord-a6f059ee4f15494e99bac5a933c8e080
Source dataset
uspto-grants-1983_12
Patent number
US04421757

Reaction notes

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