Sodium Bicarbonate → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(methylthio)pyridine-3,5-dicarbonitrile

HRID 2369209Notes

Reaction equation

HRID 2369209 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([S:10][CH3:11])[C:5]([C:12]#[N:13])=[C:4]([SH:14])[N:3]=1.Cl[CH2:16][C:17]1[N:18]=[C:19]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[S:20][CH:21]=1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([S:10][CH3:11])[C:5]([C:12]#[N:13])=[C:4]([S:14][CH2:16][C:17]2[N:18]=[C:19]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)[S:20][CH:21]=2)[N:3]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 178503294HCID 178503294, compound

Product 1

HCID 666721182-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(methylthio)pyridine-3,5-dicarbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

250 mg (1.13 mmol) of 2-amino-6-mercapto-4-(methylthio)pyridine-3,5-dicarbonitrile, 412 mg (1.69 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole and 378 mg (4.50 mmol) of sodium bicarbonate are combined in 5 ml of DMF and stirred at room temperature for 12 h. A voluminous solid precipitates out, which solid is filtered off using a glass frit, washed three times with water and twice with diethyl ether and dried. This gives a white powder.

Workup

  1. customA voluminous solid precipitates out, which solid
  2. filtrationis filtered off
  3. washwashed three times with water
  4. dry with materialtwice with diethyl ether and dried
  5. customThis gives a white powder

Sources & evidence

ORD record
ord-e36460ddbaab4d1aa8c90c22c7cd1f24
Source dataset
uspto-grants-2014_04
Patent number
US08703934B2

Reaction notes

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