Hydrochloric Acid → HCID 178456691, compound

HRID 1730294Notes

Reaction equation

HRID 1730294 reaction equation
C(N(C#N)N)(C)C.C(Cl)([Cl:10])=O.[CH:12]([N:15]1[C:19]([Cl:20])=[N:18][C:17]([OH:21])=[N:16]1)([CH3:14])[CH3:13].Cl>C(Cl)Cl>[ClH:10].[CH:12]([N:15]1[C:19]([Cl:20])=[N:18][C:17]([OH:21])=[N:16]1)([CH3:14])[CH3:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6371PhosgeneHCID 94131Hydrazinecarbonitrile, 1-(1-methylethyl)-HCID 178456690HCID 178456690, compound

Product 1

HCID 178456691HCID 178456691, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 30 g of 1-isopropyl-1-cyanohydrazine in 45 ml of methylene chloride is added dropwise, in the course of 5 hours, to a solution, cooled to 5° C, of 59 g of phosgene in 180 ml of methylene chloride. After completion of the addition, the temperature is allowed to rise to room temperature, and stirring is maintained for 24 hours, with 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole precipitating out in crystalline form as hydrochloride. There is obtained 33 g (53.2% of theory) of 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole hydrochloride, m.p. 138°-142° C.

Workup

  1. additionAfter completion of the addition
  2. customto rise to room temperature

Sources & evidence

ORD record
ord-73dc2e6898344ce5a6a15860d375d80f
Source dataset
uspto-grants-1976_11
Patent number
US03992398

Reaction notes

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