Sodium Carbonate → HCID 178504002, compound

HRID 2212105Notes

Reaction equation

HRID 2212105 reaction equation
I.[Cl:2][C:3]1[CH:4]=[C:5]([NH:10][C:11](=[NH:14])[S:12][CH3:13])[CH:6]=[CH:7][C:8]=1[Cl:9].C([O-])([O-])=O.[Na+].[Na+]>O>[Cl:2][C:3]1[CH:4]=[C:5]([NH:10][C:11](=[NH:14])[S:12][CH3:13])[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 178504003HCID 178504003, compound

Product 1

HCID 178504002HCID 178504002, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the water solution of 1-(3,4-dichlorophenyl)-2-methylisothiourea hydroiodide was added saturated Na2CO3 solution at ice cold temperature till the pH reached about 9 to about 10. The reaction mixture was extracted with CHCl3 three times. The chloroform extracts were combined and dried over Na2SO4. The solvent was removed in vacuo to give crude product (13) as a white solid in quantitative yield, mp 166° C. The product was pure enough for further reaction. 1H NMR (600 MHz, CDCl3) δ 7.34(d, J=8.4 Hz, 1H), 7.02 (d, J=2.4 Hz, 1H), 6.75 (dd, 8.4 and 2.4 Hz, 1H), 4.58 (s, 2H), 2.42 (s, 3H); 13C NMR: δ 157.14, 148.74, 133.24, 131.31, 126.80, 124.23, 122.09, 14.16.

Workup

  1. extractionThe reaction mixture was extracted with CHCl3 three times
  2. dry with materialdried over Na2SO4
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-06f1b105a93941c18d1e306a49437b76
Source dataset
uspto-grants-2006_09
Patent number
US07101902B2

Reaction notes

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