Methyl chloroformate → HCID 53715029, compound
Reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].Cl[C:7]([O:9][CH2:10][CH:11]([CH3:13])C)=[O:8].ClC(O[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=O.ClC(OCCCCCCC)=[O:27].ClC(OCC)=O.C(C(=CC1C=CC(OC(OC)=O)=C(OC(OC)=O)C=1)C(OC[CH2:49][C:50]1[S:51][CH:52]=[CH:53][CH:54]=1)=O)#N.C([C:74](=[CH:85][C:86]1[CH:91]=[CH:90][C:89](OC(OCC(C)C)=O)=[C:88]([O:100][C:101]([O:103]CC(C)C)=[O:102])C=1)C(OCCC1SC=CC=1)=O)#N.[C:108]([C:110](=[CH:121][C:122]1[CH:127]=CC(OC(OCC2C=CC=CC=2)=O)=C(OC(OCC2C=CC=CC=2)=O)[CH:123]=1)C(OCCC1SC=CC=1)=O)#[N:109]>>[C:108]([C:110](=[CH:121][C:122]1[CH:127]=[CH:13][C:11]([O:103][C:101]([O:100][CH2:88][CH2:89][CH2:90][CH2:91][CH2:86][CH2:85][CH3:74])=[O:102])=[C:10]([O:9][C:7]([O:8][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:19][CH3:18])=[O:27])[CH:123]=1)[C:2]([O:4][CH2:5][CH2:49][C:50]1[S:51][CH:52]=[CH:53][CH:54]=1)=[O:3])#[N:109]Participants
9
Reactant 8
Product 1
Procedure
When methyl chloroformate, isobutyl chloroformate, benzyl chloroformate and heptyl chloroformate were separately used instead of ethyl chloroformate in a similar manner to the process described above, 2-(2-thienyl)-ethyl 2-cyano-3-(3,4-dimethoxycarbonyloxyphenyl)-2-propenoate (Compound 19), 2-(2-thienyl)-ethyl 2-cyano-3-(3,4-diisobutoxycarbonyloxyphenyl)-2-propenoate (Compound 20), 2-(2-thienyl)-ethyl 2-cyano-3-(3,4-dibenzyloxycarbonyloxyphenyl)-2-propenoate (Compound 21) and 2-(2-thienyl)-ethyl 2-cyano-3-(3,4-diheptoxycarbonyloxyphenyl)-2-propenoate (Compound 22) were obtained.
Sources & evidence
- ORD record
- ord-e6fa872f11b943d98e6f8415bd7d39ff
- Source dataset
- uspto-grants-1994_07
- Patent number
- US05326785
Reaction notes
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