Reaction #354579

ord-92812363b4e14ecfb4da9e08a1558a01

Reaction equation

CCN(CC)C(=O)Cl
diethylcarbamylchloride
NC(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-carbamylthio2'-chloro-4-biphenylylacetic acid
CCNC(=O)Cl
ethylcarbamyl chloride
CN(C)C(=O)Cl
dimethylcarbamyl chloride
CCNC(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-ethylcarbamylthio-2'-chloro-4-biphenylylacetic acid
CN(C)C(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-dimethylcarbamylthio-2'-chloro-4-biphenylylacetic acid
NC(=O)Cl
carbamyl chloride
→
CCN(CC)C(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-Diethylcarbamylthio-2'-chloro-4-biphenylylacetic acid

Reactants

CCN(CC)C(=O)Cl
diethylcarbamylchloride
NC(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-carbamylthio2'-chloro-4-biphenylylacetic acid
CCNC(=O)Cl
ethylcarbamyl chloride
CN(C)C(=O)Cl
dimethylcarbamyl chloride
CCNC(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-ethylcarbamylthio-2'-chloro-4-biphenylylacetic acid
CN(C)C(=O)SC(C(=O)O)c1ccc(-c2ccccc2Cl)cc1
α-dimethylcarbamylthio-2'-chloro-4-biphenylylacetic acid
NC(=O)Cl
carbamyl chloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe products prepared

Procedure

When diethylcarbamylchloride is replaced in the above procedure by carbamyl chloride (prepared in situ from potassium cyanate and anhydrous hydrogen chloride in anhydrous chloroform), ethylcarbamyl chloride or dimethylcarbamyl chloride, then the products prepared are α-carbamylthio2'-chloro-4-biphenylylacetic acid, α-ethylcarbamylthio-2'-chloro-4-biphenylylacetic acid or α-dimethylcarbamylthio-2'-chloro-4-biphenylylacetic acid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03941821uspto-grants-1976_03