1,1-Dichloroacetone → 2-(4-(Chloromethyl)-4-hydroxy-2-thiazolin-2-yl)guanidine hydrochloride

HRID 638647Notes

Reaction equation

HRID 638647 reaction equation
[Cl:1][CH:2](Cl)[C:3](=[O:5])[CH3:4].NN=CNC(N)=S.[C:14]([NH:17][C:18]([NH2:20])=[S:19])(=[NH:16])[NH2:15]>CC(C)=O>[ClH:1].[Cl:1][CH2:2][C:3]1([OH:5])[CH2:4][S:19][C:18]([N:17]=[C:14]([NH2:16])[NH2:15])=[N:20]1

Participants

5

Reactant 3

HCID 105671,1-DichloroacetoneHCID 178513045HCID 178513045, compoundHCID 178514401HCID 178514401, compound

Product 1

HCID 134208672-(4-(Chloromethyl)-4-hydroxy-2-thiazolin-2-yl)guanidine hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

60.0 kg of dichloroacetone is dissolved in 550 ml of acetone. After cooling the solution to -5°~-7° C., 55.8 kg of (aminoiminomethyl)thiourea [amidinothiourea] is added to the solution under cooling portionwise at one hour intervals each time in a 10 kg amount of amidinothiourea. The mixture is stirred continuously for 5 days below 0° C. The resultant precipitates are collected by filtration, and washed with 50 l of acetone to provide 111.6 kg of the desired compound. This material can be used as the starting material for the next process.

Workup

  1. temperatureAfter cooling the solution to -5°~-7° C.
  2. customThe resultant precipitates
  3. filtrationare collected by filtration
  4. washwashed with 50 l of acetone

Sources & evidence

ORD record
ord-604441c76a8346a49f0556310d6de0c7
Source dataset
uspto-grants-1985_12
Patent number
US04562261

Reaction notes

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