4-tert-Butylbenzoyl chloride → HCID 10715824, compound

HRID 1839450Notes

Reaction equation

HRID 1839450 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]#[N:14])[CH:8]=1)=[O:5].[C:19]([C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20]>>[C:19]([C:23]1[CH:24]=[CH:25][C:26]([C:27]([NH:1][C:2]2[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=2[C:4]([NH:6][C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]#[N:14])[CH:8]=2)=[O:5])=[O:28])=[CH:30][CH:31]=1)([CH3:22])([CH3:20])[CH3:21]

Participants

3

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 10609912HCID 10609912, compound

Product 1

HCID 10715824HCID 10715824, compound

Procedure

Using a procedure similar to Example 1B except starting with 2-amino-N-(3-cyanophenyl)benzamide and 4-t-butylbenzoyl chloride, the title compound was obtained as a white solid (92%); MP: 194-6° C.; IR(KBr): 757, 1584, 1647, 2969, 3256 cm−1; NMR(300 MHz, CDCl3): 1.40 (s, 9H); 6.90 (t, 1H, J=7.2 Hz); 7.31 (m, 1H); 7.49-7.55 (m, 3H); 7.60 (d, 2H, J=7.5 Hz); 7.95 (d, 3H, J=8.4 Hz); 8.36 (s, 1H); 8.46 (d, 1H, J=8.4 Hz); 9.19 (s, 1H); 11.42 (s, 1H); MS(FD): 397.1.

Sources & evidence

ORD record
ord-3639b349bbb642ebaad3ce774506c591
Source dataset
uspto-grants-2004_01
Patent number
US06677369B2

Reaction notes

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