Dimethylformamide → HCID 13389312, compound

HRID 280098Notes

Reaction equation

HRID 280098 reaction equation
P(Cl)(Cl)(Cl)=O.CN(C)[CH:8]=[O:9].[CH2:11]([N:13]([CH2:16][C:17]1[S:21][C:20]2=[N:22][C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:24][N:19]2[N:18]=1)[CH2:14][CH3:15])[CH3:12].[OH-].[Na+]>O>[CH2:11]([N:13]([CH2:16][C:17]1[S:21][C:20]2=[N:22][C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[C:24]([CH:8]=[O:9])[N:19]2[N:18]=1)[CH2:14][CH3:15])[CH3:12]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 13389311HCID 13389311, compound

Product 1

HCID 13389312HCID 13389312, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

2.3 ml (0.025 mol) of phosphorus oxychloride are added dropwise to 20 ml of dimethylformamide at 0°-5° C. 5.7 g (0.02 mol) of 2-diethylaminomethyl-6-phenyl-imidazo-[2,1-b]-1,3,4-thiadiazole are then added and the mixture is warmed at 100° C. for 2 hours. After cooling, 50 ml of water are added and the mixture is neutralised with 20% strength sodium hydroxide solution and extracted with ether.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ether

Sources & evidence

ORD record
ord-d929749fa4b24bd6ae4b21988338c90b
Source dataset
uspto-grants-1986_05
Patent number
US04588723

Reaction notes

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