Triethylamine → (3-Chloro-4-isocyanato-phenyl)-acetic acid ethyl ester

HRID 1690550Notes

Reaction equation

HRID 1690550 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([Cl:13])[CH:7]=1)[CH3:2].Cl[C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl.CCN(CC)CC>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]=[C:16]=[O:18])=[C:8]([Cl:13])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 17859298(4-Amino-3-chloro-phenyl)-acetic acid ethyl ester

Product 1

HCID 86640265(3-Chloro-4-isocyanato-phenyl)-acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to the procedure described in example 9.1, (4-amino-3-chloro-phenyl)-acetic acid ethyl ester was reacted with triphosgene in the presence of Et3N in CH2Cl2 under reflux conditions for 48 h to give the title compound as brown solid which was used in the next step without further purification. MS: m/e=257.0 [M+NH4+].

Sources & evidence

ORD record
ord-e92f7241f5e94c5981f90685ba9be339
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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