Acetic Anhydride → HCID 21955964, compound

HRID 2212873Notes

Reaction equation

HRID 2212873 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:14]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27].C(N(CC)CC)C>>[C:26]([NH:1][C:2]1[S:3][C:4]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:14]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1)(=[O:28])[CH3:27]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11267974HCID 11267974, compound

Product 1

HCID 21955964HCID 21955964, compound

Procedure

A suspension of N-[4-(2-amino-4-phenyl-thiazol-5-yl)-pyrimidin-2-yl]-N-phenyl-amine (0.25 g, 0.7 mmol), acetic acid anhydride (0.11 mg, 1.1 mmol), triethylamine (0.11 mg, 1.1 mmol) and a catalytic amount of N,N-dimethylaminopyridine is heated at reflux for 18 hours. The volatiles are evaporated under reduced pressure and the product is crystallized by the addition of diethyl ether. Filtering and drying gives the N-[4-(2-acetylamino-4-phenyl-thiazol-5-yl)-pyrimidin-2-yl]-N-phenyl-amine, m.p. >260° C.

Workup

  1. temperatureat reflux for 18 hours
  2. customThe volatiles are evaporated under reduced pressure
  3. customthe product is crystallized by the addition of diethyl ether
  4. filtrationFiltering
  5. customdrying

Sources & evidence

ORD record
ord-72b234c8566b463b86af16700d90e091
Source dataset
uspto-grants-2006_09
Patent number
US07105517B2

Reaction notes

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