M-Phenylenediamine → HCID 86640290, compound

HRID 1258543Notes

Reaction equation

[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[CH2:9]([C:11]1[CH:19]=[C:18]([C:20]([F:29])([C:25]([F:28])([F:27])[F:26])[C:21]([F:24])([F:23])[F:22])[CH:17]=[C:16]([CH2:30][CH3:31])[C:12]=1[C:13](Cl)=[O:14])[CH3:10]>>[NH2:7][C:3]1[CH:2]=[C:1]([NH:8][C:13](=[O:14])[C:12]2[C:11]([CH2:9][CH3:10])=[CH:19][C:18]([C:20]([F:29])([C:21]([F:24])([F:22])[F:23])[C:25]([F:26])([F:27])[F:28])=[CH:17][C:16]=2[CH2:30][CH3:31])[CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 7935M-Phenylenediamine

HCID 86640291HCID 86640291, compound

Product 1

HCID 86640290HCID 86640290, compound

Procedure

N-(3-Amino-phenyl)-2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-benzamide was prepared from benzene-1,3-diamine and 2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-benzoyl chloride (Example I4) using the same procedure. 1H-NMR (CDCl3, 400 MHz): 7.4 (m, 3H), 7.22 (s, 1H), 7.15 (t, 1H), 6.72 (dd, 1H), 6.52 (dd, 1H), 2.80 (q, 4H), 1.30 (t, 6H) ppm.

Sources & evidence

ORD record: ord-889f1dfb423c439592546e9e96b801bc
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466180B2

Reaction notes

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