Ammonia → HCID 178456690, compound

HRID 1414092Notes

Reaction equation

HRID 1414092 reaction equation
[CH:1]([N:4]([C:6]#[N:7])[NH2:5])([CH3:3])[CH3:2].C(Cl)([Cl:10])=O.N.[O:13]1[CH2:17]CCC1>>[CH:1]([N:4]1[C:6]([Cl:10])=[N:7][C:17]([OH:13])=[N:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 94131Hydrazinecarbonitrile, 1-(1-methylethyl)-

Product 1

HCID 178456690HCID 178456690, compound

Procedure

A preferred embodiment of the improved process according to the present invention comprises reacting 1-isopropyl-1-cyanohydrazine in the form of a 6-8 percent solution in tetrahydrofuran with phosgene at a temperature of between 0°-30° C., treating the reaction mixture with anhydrous ammonia to form the ammonium salt of 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole, which precipitates almost totally from the tetrahydrofuran reaction mass, and liberating from said isolated salt 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole in a yield ranging from 85.8-92.1% of theory and in a very pure state, such as of 98% assay, by treating it with 32-37% hydrochloric acid.

Workup

  1. customof between 0°-30° C.

Sources & evidence

ORD record
ord-efa3f0bd79ab455bb8cd34276a22ab5d
Source dataset
uspto-grants-1981_02
Patent number
US04252965

Reaction notes

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