Sodium Carbonate → Phenyl [2-(phenylthio)phenyl]carbamate

HRID 1638286Notes

Reaction equation

[CH:1]1[CH:6]=[CH:5][C:4]([S:7][C:8]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.Cl[C:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17].[OH-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[C:4]1([S:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[NH:14][C:16](=[O:17])[O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

Conditions

Temperature: 5 °C

Procedure

2-Amino diphenylsulfide (0.4 mole) was dissolved in toluene (500 ml) and cooled to 5° C. Phenyl chloroformate (0.24 mole) in toluene (50 ml) was added slowly to the stirred solution over 1 hour. When addition was complete a simultaneous addition of phenyl chloroformate (0.24 mole) in toluene (50 ml) and an aqueous solution of sodium hydroxide (0.3 mole) and sodium carbonate (0.35 mole) (200 ml) was started.

Workup

additionWhen addition

Sources & evidence

ORD record: ord-5636952afe684bcfa10cbbd4256351ea
Source dataset: uspto-grants-1989_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04879288

Reaction notes

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