4-Nitroanthranilic acid → HCID 20520133, compound

HRID 2198492Notes

Reaction equation

HRID 2198492 reaction equation
Cl.[N+:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[C:7]([NH:14][C:15]2[C:24]3[C:19](=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)[CH:6]=1)([O-:4])=[O:3].ClC1C2C(=C(C(F)(F)F)C=CC=2)N=CC=1.NC1C=C([N+]([O-])=O)C=CC=1C(O)=O.S(Cl)(Cl)=O.[NH2:61][CH:62]1[CH2:67][CH2:66][N:65]([CH3:68])[CH2:64][CH2:63]1>>[CH3:68][N:65]1[CH2:66][CH2:67][CH:62]([NH:61][C:9](=[O:10])[C:8]2[CH:12]=[CH:13][C:5]([N+:2]([O-:4])=[O:3])=[CH:6][C:7]=2[NH:14][C:15]2[C:24]3[C:19](=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)[CH2:63][CH2:64]1

Participants

6

Reactant 5

HCID 120764-Nitroanthranilic acidHCID 24386Thionyl ChlorideHCID 902624-Chloro-8-(trifluoromethyl)quinolineHCID 27375314-Amino-1-methylpiperidineHCID 20520125HCID 20520125, compound

Product 1

HCID 20520133HCID 20520133, compound

Procedure

4-Nitro-2-(8-trifluoromethyl-4-quinolylamino)benzoyl chloride hydrochloride prepared by the reaction of 4-chloro-8-trifluoromethylquinoline with 2-amino-4-nitrobenzoic acid and treatment of the reaction product with thionyl chloride, is reacted with 4-amino-1-methylpiperidine to afford the title compound.

Sources & evidence

ORD record
ord-78830675fff445a0840f5ca0fd8fd08a
Source dataset
uspto-grants-1982_11
Patent number
US04357333

Reaction notes

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