Hydrochloric Acid → HCID 178507797, compound

HRID 1282784Notes

Reaction equation

HRID 1282784 reaction equation
[NH2:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([SH:11])[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[S:8].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[Na].Cl>C(=O)([O-])O.[Na+]>[NH2:1][C:2]1[C:3]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:4]([S:11][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[S:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 5360545SodiumHCID 178507796HCID 178507796, compound

Product 1

HCID 178507797HCID 178507797, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

5-Amino-3-mercapto-4-phenylthiobenzoic acid (1.6 g) is dissolved in 1 N sodium hydrogen carbonate (50 ml), and after addition of benzyl bromide (0.7 ml), the reaction mixture is stirred for 20 hours. The resulting suspension of the sodium salt of the reaction product is adjusted to pH 2 by addition of 4 N hydrochloric acid. The precipitated 5-amino-3-benzylthio-4-phenyl-thiobenzoic acid is collected by filtration and recrystallized from aqueous ethanol to yield the compound with a melting point of 170.5°-172°C.

Workup

  1. filtrationThe precipitated 5-amino-3-benzylthio-4-phenyl-thiobenzoic acid is collected by filtration
  2. customrecrystallized from aqueous ethanol
  3. customto yield the compound with a melting point of 170.5°-172°C.

Sources & evidence

ORD record
ord-52a581f2f58e43919d86ca025c888201
Source dataset
uspto-grants-1976_08
Patent number
US03972886

Reaction notes

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