Sodium Bicarbonate → HCID 24960894, compound

HRID 1873606Notes

Reaction equation

HRID 1873606 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[C:5]([C:16]#[N:17])=[C:4]([SH:18])[N:3]=1.Cl[CH2:20][C:21]1[N:22]=[C:23]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[S:24][CH:25]=1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)[C:5]([C:16]#[N:17])=[C:4]([S:18][CH2:20][C:21]2[N:22]=[C:23]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)[S:24][CH:25]=2)[N:3]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 178510489HCID 178510489, compound

Product 1

HCID 24960894HCID 24960894, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

100 mg (0.34 mmol) of the compound from Example 34A, 83 mg (0.34 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole and 57 mg (0.68 mmol) of sodium bicarbonate are initially charged in 5 ml of dry DMF. The reaction mixture is stirred at RT for 16 h. After removal of the solvent on a rotary evaporator the residue is triturated with about 2 ml of acetonitrile. This results in the formation of a precipitate which is filtered off with suction and dried.

Workup

  1. customAfter removal of the solvent
  2. customon a rotary evaporator the residue
  3. customis triturated with about 2 ml of acetonitrile
  4. customThis results in the formation of a precipitate which
  5. filtrationis filtered off with suction
  6. customdried

Sources & evidence

ORD record
ord-c00083efa4e048049e7d74c75ea894b4
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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