Ammonium Hydroxide → HCID 14183126, compound

HRID 845449Notes

Reaction equation

HRID 845449 reaction equation
[SH:1][C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:3]=1.[O-]Cl.[Na+].[OH-].[NH4+:18]>[OH-].[Na+].O>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[N:3]=[C:2]([S:1][NH2:18])[S:6][N:5]=2)=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 23665760Sodium HypochloriteHCID 178527839HCID 178527839, compound

Product 1

HCID 14183126HCID 14183126, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 11.5 g of 5-mercapto-3-(4-chlorophenyl)-1,2,4-thiadiazole in 200 ml of 5% sodium hydroxide and a solution prepared by diluting 100 ml of 5.25% NaOCl to 200 ml with water were added dropwise simultaneously to 450 ml of ammonium hydroxide solution while maintaining the mixture at 0° with an ice/methanol bath. The resulting mixture was stirred for 10 minutes and the solids were collected, washed with water and dried under high vacuum (with P2O5) to give 7.0 g of solid. Recrystallization of 3 g of this material from 1:1 cyclohexane/benzene (200 ml) gave 1.6 g of crystals, m.p.>150° dec.

Workup

  1. temperaturewhile maintaining the mixture at 0° with an ice/methanol bath
  2. customthe solids were collected
  3. washwashed with water
  4. dry with materialdried under high vacuum (with P2O5)

Sources & evidence

ORD record
ord-24fad57702974888a1c0dae7c94161a7
Source dataset
uspto-grants-1988_07
Patent number
US04758578

Reaction notes

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