Thioglycolic Acid → HCID 69021506, compound

HRID 860791Notes

Reaction equation

HRID 860791 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:9]2[N:13]([CH3:14])[CH:12]=[N:11][CH:10]=2)=[CH:4][C:3]=1[CH:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=1)O.[SH:31][CH2:32][C:33]([OH:35])=[O:34]>Cl>[ClH:21].[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:9]2[N:13]([CH3:14])[CH:12]=[N:11][CH:10]=2)=[CH:4][C:3]=1[CH:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=1)[S:31][CH2:32][C:33]([OH:35])=[O:34]

Participants

4

Reactant 2

HCID 1133Thioglycolic AcidHCID 69023059HCID 69023059, compound

Product 1

HCID 69021506HCID 69021506, compoundYield 203.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of intermediate (17) (0.0269 mol) and mercapto-acetic acid (0.0269 mol) in HCl 6N (150 ml) was stirred and refluxed for 2 hours and brought to room temperature. The solvent was evaporated till dryness, yielding 15 g (96%) of [[[2-amino-5-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]phenyl](3-chlorophenyl)methyl]thio]-acetic acid hydrochloride salt (intermediate 18).

Workup

  1. temperaturerefluxed for 2 hours
  2. custombrought to room temperature
  3. customThe solvent was evaporated till dryness

Sources & evidence

ORD record
ord-0b1f67d56d3d4bcd8c957bf5373c8fdc
Source dataset
uspto-grants-2006_12
Patent number
US07153958B2

Reaction notes

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