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

HRID 270625

Reaction equation

HRID 270625 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-99dd628df75840f7b66ffa155e90ebe6
Source dataset
uspto-grants-2008_11
Patent number
US07449575B2

Linked notes

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