Water → HCID 178524033, compound

HRID 1768916Notes

Reaction equation

HRID 1768916 reaction equation
Br[C:2]1[N:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[C:3]=1[C:4]([OH:6])=[O:5].NC(N)=[S:20].O.[OH-].[Na+]>Cl.C(O)(=O)C>[SH:20][C:2]1[N:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[C:3]=1[C:4]([OH:6])=[O:5]

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 2723790ThioureaHCID 157671372-Bromo-4-(4-chloro-phenyl)-nicotinic acid

Product 1

HCID 178524033HCID 178524033, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent2×

Conditions

Temperature
100 °C

Procedure

A mixture of 73.9 g (0.24 mol) of 2-bromo-4-(4-clorophenyl)nicotinic acid and 22.0 g (0.29 mol) of thiourea in 100 ml of 5% HCl and 150 ml of acetic acid was stirred at 100° C. for 2 hours. The mixture was poured into water and 400 ml of 50% sodium hydroxide was added to the resultant mixture, and the mixture was stirred at room temperature for 30 minutes. The mixture was then acidified with 20% HCl, and the crystal thus precipitated was filtrated out and washed with water. The washed crystal was then dried to obtain a crude crystal of 2-mercapto-4-(4-chlorophenyl)nicotinic acid.

Workup

  1. stirringthe mixture was stirred at room temperature for 30 minutes
  2. customthe crystal thus precipitated
  3. filtrationwas filtrated out
  4. washwashed with water
  5. customThe washed crystal was then dried

Sources & evidence

ORD record
ord-86e9eb12478645afb439d79e210f25ba
Source dataset
uspto-grants-1995_01
Patent number
US05380700

Reaction notes

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