Thioglycolic Acid → HCID 4426285, compound

HRID 341751Notes

Reaction equation

HRID 341751 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH2:10]([SH:14])[C:11](O)=[O:12]>C1(C)C=CC=CC=1>[SH:14][CH2:10][C:11]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:12]

Participants

4

Reactant 2

HCID 1133Thioglycolic AcidHCID 108243-Methoxyaniline

Product 1

HCID 4426285HCID 4426285, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Freshly distilled 3-methoxyaniline (7.6615 g) was dissolved in toluene (35 ml) and treated with thioglycollic acid (4.75 ml). The mixture was heated under reflux, and water collected in an Dean and Stark apparatus overnight. Upon cooling to room temperature crystals formed which were collected at the pump. The title compound (which was sufficiently pure for the next reaction) was obtained as a white solid, yield 9.233 g.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. customwater collected in an Dean and Stark apparatus overnight
  4. customformed which
  5. customwere collected at the pump
  6. customThe title compound (which was sufficiently pure for the next reaction)
  7. customwas obtained as a white solid, yield 9.233 g

Sources & evidence

ORD record
ord-e15bfb12bf6e4eee98553710dbf18c40
Source dataset
uspto-grants-1999_01
Patent number
US05856273

Reaction notes

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