2-Amino-4-phenylthiazole → HCID 53921478, compound

HRID 1732306Notes

Reaction equation

HRID 1732306 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[CH2:13]([O:17][C:18]([C:20]#[C:21][C:22](OCCCC)=[O:23])=[O:19])[CH2:14][CH2:15][CH3:16]>C(O)C>[CH2:13]([O:17][C:18]([C:20]1[N:6]2[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[CH:4][S:3][C:2]2=[N:1][C:22](=[O:23])[CH:21]=1)=[O:19])[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 403022-Amino-4-phenylthiazoleHCID 305768dibutyl but-2-ynedioate

Product 1

HCID 53921478HCID 53921478, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.8 g of 2-amino-4-phenylthiazole, 50 ml of absolute ethanol and 11.3 g of acetylene dicarboxylic acid di-n-butyl ester is heated to 50° to 60° C. for about 10 minutes. After standing for 2 days at room temperature the solution is evaporated to dryness. The residue is dissolved in ethyl acetate, filtered and the filtrate is mixed with an equal volume of ether. The precipitate is filtered off. 3-phenyl-7H-thiazolo-[3,2-a]-pyrimidin-7-one-5-carboxylic acid n-butyl ester is thus obtained. Yield: 5 g=30.5% of the theoretical. Melting point 152°-154° C.

Workup

  1. temperatureis heated to 50° to 60° C. for about 10 minutes
  2. customthe solution is evaporated to dryness
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. filtrationfiltered
  5. additionthe filtrate is mixed with an equal volume of ether
  6. filtrationThe precipitate is filtered off

Sources & evidence

ORD record
ord-fbccbfeeda4b44e697a8cd192e4f778d
Source dataset
uspto-grants-1980_12
Patent number
US04237136

Reaction notes

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