Phosgene → HCID 54006150, compound

HRID 839953Notes

Reaction equation

HRID 839953 reaction equation
Cl.[C:2]1([CH:8]([O:15][C:16](=[O:19])[CH2:17][NH2:18])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(C1C=CC(C)=CC=1)(O)(=O)=O.NC[C:33](O)=[O:34].C1(C(C2C=CC=CC=2)=[N+]=[N-])C=CC=CC=1.C(Cl)(Cl)=O>O1CCOCC1.C1(C)C=CC=CC=1>[N:18]([CH2:17][C:16]([O:15][CH:8]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:19])=[C:33]=[O:34]

Participants

7

Reactant 4

HCID 6371PhosgeneHCID 612301,1'-(Diazomethylene)bis(benzene)HCID 6452034Glycine, 4-methylbenzenesulfonateHCID 66916607HCID 66916607, compound

Product 1

HCID 54006150HCID 54006150, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 312751,4-DioxaneSolvent

Procedure

A suspension of 20 g. of glycine diphenylmethyl ester hydrochloride (prepared by reacting glycine tosylate and diphenyldiazomethane in dioxane followed by conversion to the hydrochloride salt) in 300 ml. of toluene is heated to boiling with stirring. At the boiling temperature, a strong stream of phosgene is passed through the suspension for three hours. The isocyanatoacetic acid, diphenylmethyl ester is then isolated by distillation; b.p.0.01 160°-170°.

Workup

  1. additionA suspension of 20 g

Sources & evidence

ORD record
ord-8aa09da9d0644d93ad5c8e4973745176
Source dataset
uspto-grants-1978_06
Patent number
US04097670

Reaction notes

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