3-(Trifluoromethyl)aniline → HCID 14842716, compound

HRID 326628Notes

Reaction equation

HRID 326628 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.C[O:13][C:14]([C:16]#[C:17][C:18](OC)=[O:19])=[O:15]>>[F:11][C:8]([F:9])([F:10])[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]2[C:3]=1[C:18](=[O:19])[CH:17]=[C:16]([C:14]([OH:15])=[O:13])[NH:1]2

Participants

3

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 12980Dimethyl acetylenedicarboxylate

Product 1

HCID 14842716HCID 14842716, compoundYield 0.1%

Procedure

Using the method described in Example 15 with 3-aminobenzotrifluoride (40 g) and dimethylacetylene dicarboxylate (35 g) gave 5-trifluoromethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.04 g) m.p. 265°-267° C. (dec), δ (360 MHz, DMSO-d6) 6.65 and (1H, s, 3-H), 7.78 (2H, m, 7-H, 8-H), 8.26 (1H, d, 6-H) and 12.08 (1H, N-H).

Sources & evidence

ORD record
ord-16a5bf4864104e2da92a3988d5909e9a
Source dataset
uspto-grants-1993_12
Patent number
US05270309

Reaction notes

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