Sodium Bicarbonate → HCID 178466163, compound

HRID 2166536Notes

Reaction equation

HRID 2166536 reaction equation
Cl[CH:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH3:13])=[C:7]([O:14][CH2:15][CH3:16])[CH:6]=1)[C:3]#[N:4].[NH2:17][C:18]([NH2:20])=[S:19].C(=O)([O-])O.[Na+]>C(O)C.O>[CH2:15]([O:14][C:7]1[CH:6]=[C:5]([CH:2]2[S:19][C:18](=[NH:20])[NH:17][C:3]2=[NH:4])[CH:10]=[CH:9][C:8]=1[O:11][CH2:12][CH3:13])[CH3:16]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 2723790ThioureaHCID 12849064HCID 12849064, compound

Product 1

HCID 178466163HCID 178466163, compoundYield 69.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4.8 g of α-chloro-α-(3,4-diethoxyphenyl)acetonitrile and 2.3 g of thiourea, in 70 ml of ethanol, are stirred under reflux for 1 hour. After cooling, the solution is poured in 200 ml of water, neutralized with a saturated aqueous solution of sodium hydrogen carbonate and extracted with chloroform. The extract is washed with water, dried (MgSO4) and distilled to remove the chloroform. The above procedure provides 3.9 g (69.6%) of 5-(3,4-diethoxyphenyl)-2,4-diiminothiazolidine, m.p. 185°-190° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. washThe extract is washed with water
  5. dry with materialdried (MgSO4)
  6. distillationdistilled
  7. customto remove the chloroform

Sources & evidence

ORD record
ord-1280a940002040668aef31bdb5cc80ab
Source dataset
uspto-grants-1983_06
Patent number
US04387101

Reaction notes

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