2-Aminothiophenol → HCID 12266980, compound

HRID 1980154Notes

Reaction equation

HRID 1980154 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH2:9]([O:11][CH2:12][C:13](O)=O)[CH3:10].[OH-].[Na+]>>[CH2:9]([O:11][CH2:12][C:13]1[S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1)[CH3:10]

Participants

4

Reactant 3

HCID 87132-AminothiophenolHCID 12301Ethoxyacetic acidHCID 14798Sodium Hydroxide

Product 1

HCID 12266980HCID 12266980, compoundYield 63%

Procedure

2-Aminothiophenol was reacted with an equimolar amount of ethoxyacetic acid at 110° C. for 15 hours in a sealed tube. After cooling the reaction mixture, it was neutralized with a 20% aqueous solution of sodium hydroxide, followed by an extraction with ether. Ether was driven off and the residue was then subjected to distillation under reduced pressures, thereby obtaining 2-ethoxymethylbenzothiazole (boiling point: 126°-128° C./4 mmHg; yield: 63%).

Workup

  1. temperatureAfter cooling the reaction mixture, it
  2. extractionfollowed by an extraction with ether
  3. distillationthe residue was then subjected to distillation under reduced pressures

Sources & evidence

ORD record
ord-77d12fad82044286bf4ed23b261b836a
Source dataset
uspto-grants-1984_11
Patent number
US04485168

Reaction notes

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