Methyl 4-(chlorocarbonyl)benzoate → Methyl 4-[5-cyano-7-(methylthio)-1,3-benzoxazol-2-yl]benzoate

HRID 2093641Notes

Reaction equation

HRID 2093641 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([S:11][CH3:12])[C:9]=1[OH:10])[C:5]#[N:6].Cl[C:14]([C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1)=O.BrC1C2OC(C3C=CC(C([O-])=O)=CC=3)=NC=2C=C(C#N)C=1>>[C:5]([C:4]1[CH:7]=[C:8]([S:11][CH3:12])[C:9]2[O:10][C:14]([C:16]3[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=3)=[N:1][C:2]=2[CH:3]=1)#[N:6]

Participants

4

Reactant 3

HCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 687263753-Amino-4-hydroxy-5-(methylthio)benzonitrileHCID 86643502HCID 86643502, compound

Product 1

HCID 68784684Methyl 4-[5-cyano-7-(methylthio)-1,3-benzoxazol-2-yl]benzoate

Procedure

The title compound was prepared from 3-amino-4-hydroxy-5-(methylthio)benzonitrile and methyl 4-(chlorocarbonyl)benzoate by a procedure analogous to that described in INTERMEDIATE 1, Step C. Mass spectrum (ESI) 325.0 (M+1).

Sources & evidence

ORD record
ord-c18e3fb8370d4072847f753c14e66798
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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