Carbonochloridothioic acid, S-phenyl ester → HCID 85920205, compound

HRID 65798

Reaction equation

HRID 65798 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[C:3]#[N:4].[C:7]1([S:13][C:14](Cl)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O1CCOCC1>[C:3]([C:2]([NH:1][C:14](=[O:15])[S:13][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:6])[CH3:5])#[N:4]

Participants

4

Reactant 2

HCID 83493Carbonochloridothioic acid, S-phenyl esterHCID 880222-Amino-2-methylpropionitrile

Product 1

HCID 85920205HCID 85920205, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

3.4 g. (0.04 mole) of 2-amino-2-methylpropanonitrile are dissolved in 10 ml. of dioxane and a solution of 3.2 ml. (0.2 mole) of (phenylthio)carbonyl chloride in 10 ml. of dioxane is added. After stirring for one hour at room temperature, the reaction mixture is filtered, the filtrate is concentrated, and the solid residue is recrystallized from a small amount of toluene to yield 2.7 g of (1-cyano1-methylethyl)carbamothioic acid, S-phenyl ester; m.p. 152°-155°.

Workup

  1. filtrationthe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customthe solid residue is recrystallized from a small amount of toluene

Sources & evidence

ORD record
ord-f4ecdca4ae7c4dfea97c7b618470ddd7
Source dataset
uspto-grants-1978_12
Patent number
US04128723

Linked notes

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