Phosgene → HCID 178456444, compound

HRID 1730292Notes

Reaction equation

HRID 1730292 reaction equation
Cl.C(NN)(C)C.N#CCl.[OH-].[Na+].[CH:12]([N:15]([C:17]#[N:18])[NH2:16])([CH3:14])[CH3:13].[C:19](Cl)(Cl)=[O:20]>O>[CH:12]([N:15]1[CH:17]=[N:18][C:19]([OH:20])=[N:16]1)([CH3:14])[CH3:13]

Participants

7

Reactant 5

HCID 6371PhosgeneHCID 10477Cyanogen ChlorideHCID 14798Sodium HydroxideHCID 855731-Isopropylhydrazine hydrochlorideHCID 94131Hydrazinecarbonitrile, 1-(1-methylethyl)-

Product 1

HCID 178456444HCID 178456444, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a solution of isopropylhydrazine hydrochloride in a mixture of 3 partsof water and one part of alcohol there is introduced, at a temperature of 10° C, an equivalent amount of cyanogen chloride, with a pH-range of 6.5 to 7 being maintained by addition of sodium hydroxide solution and checking with a pH-meter. The duration of the reaction is 1 hour. During the reaction, there precipitates a yellow oil from which there is obtained, by extraction with ether, the crude 1-isopropyl-cyano-hydrazine in a yield of 90% as oil. The crude product obtained in this way can be used directly for the further reaction with phosgene to give 1-isopropyl-3-hydroxy-1,2,4-triazole.

Workup

  1. additionthere is introduced, at a temperature of 10° C
  2. customDuring the reaction, there
  3. customprecipitates a yellow oil from which there
  4. customis obtained, by extraction with ether
  5. customThe crude product obtained in this way

Sources & evidence

ORD record
ord-87a2d56af8544437a80af14f90a9b1e7
Source dataset
uspto-grants-1976_11
Patent number
US03992398

Reaction notes

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