Ammonium thiocyanate → HCID 85533506, compound

HRID 1762853Notes

Reaction equation

HRID 1762853 reaction equation
[S-:1][C:2]#[N:3].[NH4+].Cl[C:6]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:7].[S:15]1[CH:19]=[N:18][N:17]=[C:16]1[NH:20]N(C=S)C(=O)OC1C=CC=CC=1>C(#N)C>[S:15]1[CH:19]=[N:18][N:17]=[C:16]1[NH:20][C:2]([NH:3][C:6](=[O:7])[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[S:1]

Participants

5

Reactant 3

HCID 15666Ammonium thiocyanateHCID 15891Phenyl chloroformateHCID 86743074HCID 86743074, compound

Product 1

HCID 85533506HCID 85533506, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
24 °C

Procedure

A solution of 3.8 g (50 mM) of ammonium thiocyanate in 100 ml of acetonitrile containing 7.8 g (50 mM) of phenyl chloroformate was stirred at 24° C. for one hour. The reaction mixture was filtered into a suspension of 6.88 g (50 mM) of 2-amino-1,3,4-thiadiazole hydrochloride in 75 ml of acetonitrile and 25 ml of propylene oxide. The reaction mixture was stirred for two hours at 24° C. and then filtered to provide a solid precipitate identified as 6.42 g of [(1,3,4-thiadiazol-2-ylamino)thioxomethyl carbamic acid, phenyl ester.

Workup

  1. filtrationThe reaction mixture was filtered into a suspension of 6.88 g (50 mM) of 2-amino-1,3,4-thiadiazole hydrochloride in 75 ml of acetonitrile and 25 ml of propylene oxide
  2. filtrationfiltered
  3. customto provide a solid precipitate

Sources & evidence

ORD record
ord-822f818199c94d63999641c9b4024808
Source dataset
uspto-grants-1989_05
Patent number
US04835168

Reaction notes

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