Thioglycolic Acid → HCID 21564645, compound

HRID 1579972Notes

Reaction equation

HRID 1579972 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH:10]3[S:12][C:7]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)([NH:8][CH2:9]3)[C:6]=2[CH:19]=1.S[CH2:21][C:22](O)=[O:23]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:22](=[O:23])[CH2:21][S:12][CH:10]3[CH2:9][N:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:19]=1

Participants

4

Reactant 2

HCID 1133Thioglycolic AcidHCID 21564648HCID 21564648, compound

Product 1

HCID 21564645HCID 21564645, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7-chloro-2,3,4,5-tetrahydro-5-phenyl-2,5-epithio-1H-1,4-benzodiazepine (500 mg) in THF was treated slowly with excess mercaptoacetic acid (0.5 ml) and stirred and heated under reflux for 16 hours. The cooled solution was washed with aqueous sodium carbonate, dried, evaporated, and the oily residue taken up in ether. The desired product was re-crystallized from methylene chloride/methanol and was obtained as pale yellow crystals, m.p. 228°-230°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. washThe cooled solution was washed with aqueous sodium carbonate
  4. customdried
  5. customevaporated
  6. customThe desired product was re-crystallized from methylene chloride/methanol
  7. customwas obtained as pale yellow crystals, m.p. 228°-230°

Sources & evidence

ORD record
ord-3d0d4d35791848458ffdc58d928a1e29
Source dataset
uspto-grants-1976_01
Patent number
US03932399

Reaction notes

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