Sodium methanethiolate → HCID 178527859, compound

HRID 1468592Notes

Reaction equation

HRID 1468592 reaction equation
C[S-].[Na+].C[S:5][C:6]1[C:11]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20]3[C:21]([S:26]C)=[N:22][CH:23]=[CH:24][CH:25]=3)[CH:14]=2)=[CH:10][CH:9]=[CH:8][N:7]=1>Cl>[C:15]1([NH:19][C:20]2[C:21]([SH:26])=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:16]=[CH:17][CH:18]=[C:13]([NH:12][C:11]2[C:6]([SH:5])=[N:7][CH:8]=[CH:9][CH:10]=2)[CH:14]=1

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 68190209HCID 68190209, compound

Product 1

HCID 178527859HCID 178527859, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A 250 mL round bottom flask is charged with sodium methanethiolate (5.18 g, 73.8 mmol), N1,N3-bis(2-(methylthio)pyridine-3-yl)benzene-1,3-diamine (13.25 g, 61.5 mmol) and Hexamethyl phosphoramide(HMPA) (100 mL). The reaction mixture is heated up to 100° C. for 7 h. The reaction is cooled to room temperature, and 100 mL of 1N HCl is added. The reaction mixture is extracted with 3×100 mL ethyl acetate. The organic portion is washed with 3×50 mL Brien, dried over sodium sulfate and evaporated to yield the desired compound.

Workup

  1. temperatureThe reaction is cooled to room temperature
  2. extractionThe reaction mixture is extracted with 3×100 mL ethyl acetate
  3. washThe organic portion is washed with 3×50 mL Brien
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-2915ac3725b14a08bcbb059ff8a60297
Source dataset
uspto-grants-2015_04
Patent number
US09005772B2

Reaction notes

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