2,2-Dimethylsuccinic anhydride → HCID 21260751, compound

HRID 1919301Notes

Reaction equation

HRID 1919301 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][C:6](=O)[O:5][C:3]1=[O:4].[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:21]#[N:22])=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=1>>[CH3:1][C:2]1([CH3:9])[CH2:7][C:6](=[O:5])[N:10]([C:11]2[CH:12]=[CH:13][C:14]([C:21]#[N:22])=[C:15]([C:17]([F:18])([F:19])[F:20])[CH:16]=2)[C:3]1=[O:4]

Participants

3

Reactant 2

HCID 870672,2-Dimethylsuccinic anhydrideHCID 5221704-Amino-2-(trifluoromethyl)benzonitrile

Product 1

HCID 21260751HCID 21260751, compound

Procedure

2,2 Dimethyl succinic anhydride (2.0 g, 15.6 mmol) and 4-amino-2-trifluoromethyl-benzonitrile 1a (2.91 g, 15.6 mmol) was heated at 220° C. for 2 hrs. The resulting solid (4.59 g, 99%) was used as such in the next step. 1H NMR (400 MHz, Acetone-d6) δ: 1.44 (s, 6H), 2.84 (s, 2H), 7.97 (dd, 1H, J1=6.74 Hz, J2=1.63 Hz), 8.08 (s, 1H), 8.24 (d, 1H, J=8.32 Hz).

Sources & evidence

ORD record
ord-fd03cd8c369d4e2ba5d4975d53c95698
Source dataset
uspto-grants-2012_05
Patent number
US08168627B2

Reaction notes

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