Dimethylcarbamoyl Chloride → alpha-Diethylcarbamylthio-2'-chloro-4-biphenylylacetic acid

HRID 267397

Reaction equation

HRID 267397 reaction equation
[CH2:1]([N:3]([CH2:7][CH3:8])[C:4](Cl)=[O:5])[CH3:2].C(Cl)(=O)N.C(NC(Cl)=O)C.CN(C)C(Cl)=O.C([S:28][CH:29]([C:33]1[CH:38]=[CH:37][C:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[Cl:45])=[CH:35][CH:34]=1)[C:30]([OH:32])=[O:31])(=O)N.C(NC(SC(C1C=CC(C2C=CC=CC=2Cl)=CC=1)C(O)=O)=O)C.CN(C)C(SC(C1C=CC(C2C=CC=CC=2Cl)=CC=1)C(O)=O)=O>>[CH2:1]([N:3]([CH2:7][CH3:8])[C:4]([S:28][CH:29]([C:33]1[CH:38]=[CH:37][C:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[Cl:45])=[CH:35][CH:34]=1)[C:30]([OH:32])=[O:31])=[O:5])[CH3:2]

Participants

8

Reactant 7

HCID 6598Dimethylcarbamoyl ChlorideHCID 6916Diethylcarbamoyl chlorideHCID 68048Carbamic chlorideHCID 12321963N-ethylcarbamoyl chlorideHCID 21556048alpha-Carbamylthio2'-chloro-4-biphenylylacetic acidHCID 21556323alpha-Dimethylcarbamylthio-2'-chloro-4-biphenylylacetic acidHCID 54353825alpha-Ethylcarbamylthio-2'-chloro-4-biphenylylacetic acid

Product 1

HCID 21556371alpha-Diethylcarbamylthio-2'-chloro-4-biphenylylacetic acid

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.

Workup

  1. customthe products prepared

Sources & evidence

ORD record
ord-92812363b4e14ecfb4da9e08a1558a01
Source dataset
uspto-grants-1976_03
Patent number
US03941821

Linked notes

Loading…