Potassium Carbonate → HCID 20145004, compound

HRID 648606Notes

Reaction equation

HRID 648606 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].P(Cl)(Cl)Cl.[NH2:11][C:12]1[S:13][C:14]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[C:15]([C:17](O)=[O:18])[N:16]=1.C(=O)([O-])[O-].[K+].[K+]>N1C=CC=CC=1.O>[NH2:11][C:12]1[S:13][C:14]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[C:15]([C:17](=[O:18])[NH:5][CH2:4][CH2:3][N:2]([CH3:6])[CH3:1])[N:16]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 24387Phosphorus trichlorideHCID 66053N,N-DimethylethylenediamineHCID 201449862-Amino-5-(pyridin-4-yl)-1,3-thiazole-4-carboxylic acid

Product 1

HCID 20145004HCID 20145004, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of N,N-dimethylethylenediamine (0.59 ml) in pyridine (10 ml) were added phosphorus trichloride (1.3 g) and 2-amino-5-(4-pyridyl)-4-thiazolecarboxylic acid (1.5 g) and the mixture was stirred at 100° C. for 5 hours. The reaction mixture was poured into water (50 ml), adjusted to pH 8 with aqueous potassium carbonate and extracted with a mixture of chloroform and tetrahydrofuran. The extract was dried over magnesium sulfate and evaporated in vacuo to give 2-amino-4-[N-[2-(N,N-dimethylamino)ethyl]carbamoyl]-5-(4-pyridyl)thiazole (0.4 g).

Workup

  1. extractionextracted with a mixture of chloroform and tetrahydrofuran
  2. dry with materialThe extract was dried over magnesium sulfate
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-11e50b9316e2460eb3fbd0c3a72ac932
Source dataset
uspto-grants-1988_04
Patent number
US04735957

Reaction notes

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