Hydrochloric Acid → HCID 23091902, compound

HRID 1393683Notes

Reaction equation

HRID 1393683 reaction equation
[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[SH:13].[C:14](N)(=S)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.O>C(O)CO>[CH3:12][O:11][C:10]1[C:2]2[N:1]=[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[S:13][C:3]=2[CH:4]=[C:5]([C:6]([OH:8])=[O:7])[CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 683563ThiobenzamideHCID 23091979HCID 23091979, compound

Product 1

HCID 23091902HCID 23091902, compoundYield 32.6%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
60 °C

Procedure

4-Amino-3-mercapto-5-methoxybenzoic acid (600 mg) and thiobenzamide (450 mg) were suspended in ethylene glycol (10 ml). Conc. hydrochloric acid (1.0 ml) was added thereto, and the mixture was stirred for 7 hours at 60° C. The reaction mixture was cooled to room temperature, then cold water was added thereto, and precipitated crystals were collected by filtration and washed with water and n-hexane. The crystals were dried under reduced pressure to give the title compound (280 mg, Y.:32%) as white crystals.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customprecipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed with water and n-hexane
  5. customThe crystals were dried under reduced pressure

Sources & evidence

ORD record
ord-79df86f958484dbe8bb545b258e213f2
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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