2-Amino-5-methylbenzoic acid → HCID 13959036, compound

HRID 255859

Reaction equation

HRID 255859 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4](O)=O.NC1C(C)=CC=CC=1[C:15]([OH:17])=[O:16].[NH2:23][C:24]1C=CC(C)=CC=1C(OC)=O.NC1C=CC(C)=CC=1C(C)(C)O.NC1C=CC(C)=CC=1C(C)=C.CC1C2C(=CC=C(C)C=2)N=NC=1.CC1C=C2C(=CC=1)N=NC=C2C(Cl)(Cl)Cl>>[CH3:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[N:23][CH:24]=[C:4]2[C:15]([OH:17])=[O:16]

Participants

8

Reactant 7

HCID 762552-Amino-5-methylbenzoic acidHCID 781012-Amino-3-methylbenzoic acidHCID 1201104Methyl 2-Amino-5-methylbenzoateHCID 139590012-(2-Amino-5-methyl-phenyl)-propan-2-olHCID 139590032-(2-Amino-5-methylphenyl)propeneHCID 139590054,6-DimethylcinnolineHCID 139590076-Methyl-4-(trichloromethyl)cinnoline

Product 1

HCID 13959036HCID 13959036, compound

Procedure

51 was prepared, as a tan solid, m.p.: 179°-180° C., from 2-amino-5-methylbenzoic acid, by the respective procedures described in Example 49 for preparing 49 from 2-amino-3-methylbenzoic acid: via methyl 2-amino-5-methylbenzoate (a solid, m.p.: 62°-63° C.), (2-amino-5-methylphenyl)dimethylcarbinol (an oil, b.p.: 100° C./0.1 Torr.), 2-(2-amino-5-methylphenyl)propene (a liquid, b.p.: 87°-90° C./0.5 Torr.), 4,6-dimethylcinnoline (a solid, m.p.: 75°-76° C.), and 6-methyl-4-(trichloromethyl)cinnoline (green crystals, m.p.: 132°-133° C., with decomposition).

Sources & evidence

ORD record
ord-064095af81d340538ef50470603e61ca
Source dataset
uspto-grants-1987_10
Patent number
US04699651

Linked notes

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