Acetic Anhydride → N-[4-(4-cyanoanilino)-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]acetamide

HRID 843635

Reaction equation

HRID 843635 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[C:4]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:3]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>>[C:22]([C:21]1[CH:20]=[CH:19][C:18]([NH:17][C:4]2[N:5]=[C:6]([CH2:8][C:9]3[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:16])[N:7]=[C:2]([NH:1][C:26](=[O:28])[CH3:27])[N:3]=2)=[CH:25][CH:24]=1)#[N:23]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 4863624-[[4-Amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile

Product 1

HCID 486444N-[4-(4-cyanoanilino)-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]acetamideYield 45%

Procedure

Compound (1) (0.00135 mol) and acetic acid anhydride (20 ml) were combined and heated to reflux for 10 minutes. The reaction mixture was then removed from the oil bath and cooled to RT. The precipitate was filtered off, yielding 0.25 g (45%) of N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-acetamide (compound 22).

Workup

  1. temperatureheated
  2. temperatureto reflux for 10 minutes
  3. customThe reaction mixture was then removed from the oil bath
  4. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-f25fd725ddf1473ca8a5122b35e8fe81
Source dataset
uspto-grants-2002_04
Patent number
US06380194B1

Linked notes

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