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

HRID 1062545Notes

Reaction equation

HRID 1062545 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-802d86e87815424eafbe4dd2cce10cba
Source dataset
uspto-grants-2005_11
Patent number
US06962916B2

Reaction notes

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