Benzene, 1-chloro-3-isocyanato- → 2-{[(3-Chlorophenyl)carbamoyl]oxy}ethyl prop-2-enoate

HRID 1514834Notes

Reaction equation

HRID 1514834 reaction equation
C(C1C=C(C)C=C(C(C)(C)C)C=1[OH:16])(C)(C)C.CN(CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1)C.[Cl:41][C:42]1[CH:43]=[C:44]([N:48]=[C:49]=[O:50])[CH:45]=[CH:46][CH:47]=1.[C:51]([O:55][CH2:56][CH2:57]C(O)C)(=[O:54])[CH:52]=[CH2:53].[N-]=C=O>>[C:51]([O:55][CH2:56][CH2:57][O:50][C:49](=[O:16])[NH:48][C:44]1[CH:45]=[CH:46][CH:47]=[C:42]([Cl:41])[CH:43]=1)(=[O:54])[CH:52]=[CH2:53]

Participants

6

Reactant 5

HCID 17968Benzene, 1-chloro-3-isocyanato-HCID 314042,6-Di-tert-butyl-4-methylphenolHCID 85160N,N',N''-Tris(3-dimethylaminopropyl)hexahydro-S-triazineHCID 105034IsocyanateHCID 139321793-Hydroxybutyl acrylate

Product 1

HCID 685510652-{[(3-Chlorophenyl)carbamoyl]oxy}ethyl prop-2-enoate

Conditions

Temperature
60 °C

Procedure

0.15 g of 2,6-di-tert-butyl-4-methylphenol, 0.075 g of Desmorapid Z, 85.3 g of 3-chlorophenyl isocyanate were initially introduced into a 500 ml round-bottomed flask and heated to 60° C. Thereafter, 65.5 g of 3-hydroxybutyl acrylate were added dropwise and the mixture was kept further at 60° C. until the isocyanate content had fallen below 0.1%. Cooling was then effected. The product was obtained as a crystalline solid.

Workup

  1. temperatureCooling
  2. customThe product was obtained as a crystalline solid

Sources & evidence

ORD record
ord-64d0e7a4b40344aab7673c126f012775
Source dataset
uspto-grants-2012_07
Patent number
US08222314B2

Reaction notes

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