Dimethylformamide dimethyl acetal → 2-Cyano-N-(2,5-dichlorophenyl)-3-(dimethylamino)-2-propenamide

HRID 1074601Notes

Reaction equation

HRID 1074601 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:3]=1[NH:4][C:5](=[O:9])[CH2:6][C:7]#[N:8].CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>>[C:7]([C:6](=[CH:17][N:18]([CH3:20])[CH3:19])[C:5]([NH:4][C:3]1[CH:10]=[C:11]([Cl:14])[CH:12]=[CH:13][C:2]=1[Cl:1])=[O:9])#[N:8]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 6931452-cyano-N-(2,5-dichlorophenyl)acetamide

Product 1

HCID 542576072-Cyano-N-(2,5-dichlorophenyl)-3-(dimethylamino)-2-propenamide

Procedure

As for Example 1, 2',5'-dichloro-2-cyanoacetanilide, as a white crystalline product, m.p. 190.5°-191.5° C. (prepared by the procedure described in U.S. Pat. No. 3,116,312), is heated with N,N-dimethylformamide dimethylacetal to yield 2-cyano-2',5'-dichloro-3-dimethylaminoacrylanilide as colorless needles, m.p. 175°-176° C.

Sources & evidence

ORD record
ord-03d09d2de9d24d9e91f7f7c6d36f6126
Source dataset
uspto-grants-1983_07
Patent number
US04393217

Reaction notes

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