4-Cyanobenzoic acid → 2-Cyanobenzoyl chloride
Reaction equation
C([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1)#N.O1CCN(N=CC2C=CC(C([NH:26][C:27]3C=C4C(CCC(CC(OCCO)=O)C4)=CC=3)=O)=CC=2)CC1.O1CCN(N=CC2C=CC(C(NC3C=C4C(CCC(CC(OCCOC)=O)C4)=CC=3)=O)=CC=2)CC1.S(Cl)([Cl:83])=O.C(Cl)(=O)C(Cl)=O.P(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[C:27]([C:5]1[CH:4]=[CH:3][CH:11]=[CH:10][C:6]=1[C:7]([Cl:83])=[O:9])#[N:26]Participants
10
Reactant 8
HCID 120874-Cyanobenzoic acid
HCID 24386Thionyl Chloride
HCID 24387Phosphorus trichloride
HCID 24813Phosphorus oxychloride
HCID 24819Phosphorus pentachloride
HCID 65578Oxalyl chloride
HCID 700756912-Hydroxyethyl 7-[[4-(morpholinoiminomethyl)benzoyl]amino]-1,2,3,4-tetrahydronaphthalene-2-acetate
HCID 700761262-Methoxyethyl 7-[[4-(morpholinoiminomethyl)benzoyl]amino]-1,2,3,4-tetrahydronaphthalene-2-acetateProduct 1
Reagents, catalysts & solvents 1
Procedure
In another process, p-cyanobenzoic acid or the compounds of formula (4) or (5) is reacted with thionyl chloride, oxalyl chloride, phosphorus trichloride, phosphorus pentachloride or phosphorus oxychloride in the presence of a catalytic amount of N,N-dimethylformamide to give o-cyanobenzoyl chloride or the compounds of formula (6) or (7). p-Cyanobenzoyl chloride or the compounds of formula (6) or (7) thus obtained can be reacted with the compounds of formula (2) or (3), or the compounds of formula (8) to give the desired compounds.
Sources & evidence
- ORD record
- ord-2632740d011b4b11a0deb2b93ca10774
- Source dataset
- uspto-grants-1998_02
- Patent number
- US05719145
Reaction notes
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