2-Chloroacetamidine monohydrochloride → HCID 178510535, compound

HRID 1073816Notes

Reaction equation

HRID 1073816 reaction equation
[C:1]([C:3]1[C:4]([SH:9])=[N:5][S:6][C:7]=1[SH:8])#[N:2].[Na].[Na].Cl.Cl[CH2:14][C:15]([NH2:17])=[NH:16]>C(O)C>[C:15]([CH2:14][S:9][C:4]1[C:3]([C:1]#[N:2])=[C:7]([SH:8])[S:6][N:5]=1)(=[NH:16])[NH2:17]

Participants

4

Reactant 2

HCID 27769572-Chloroacetamidine monohydrochlorideHCID 178510546HCID 178510546, compound

Product 1

HCID 178510535HCID 178510535, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 40 ml of 50% aqueous ethanol was dissolved 2.18 g of disodium 4-cyano-3,5-dimercaptoisothiazole, to which 1.29 g of α-chloroacetamidine hydrochloride was added. The mixture was stirred for 2 hours, concentrated under reduced pressure, diluted with water and adjusted to pH 5.2. The precipitating crystals were collected by filtration and washed with water and then ethanol to give 1.23 g of 3-amidinomethylthio-4-cyano-5-mercaptoisothiazole as gray crystals (mp 198°-201° C., decomp.).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additiondiluted with water
  3. filtrationThe precipitating crystals were collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-b0a3de96fe4944e1983c9dde4ac220f0
Source dataset
uspto-grants-1990_11
Patent number
US04971963

Reaction notes

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