Thiophosgene → HCID 86670235, compound

HRID 2368032Notes

Reaction equation

HRID 2368032 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10]([NH2:16])=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8].C(=O)(O)[O-].[Na+].[C:22](Cl)(Cl)=[S:23]>ClCCl.O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10]([N:16]=[C:22]=[S:23])=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 64129754HCID 64129754, compound

Product 1

HCID 86670235HCID 86670235, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-(3,4-difluorophenyl)-5-methylpyridin-2-amine (0.6 g, 2.7 mmol) in dichloromethane (15 mL) was added a solution of sodium bicarbonate (2.3 g, 26.7 mmol) in water (25 mL) followed by a solution of thiophosgene (0.25 mL, 3.2 mmol) in dichloromethane (1 mL) and the mixture stirred for 15 minutes. The phases were separated and the organic phase was dried with sodium sulfate and the solvent was evaporated in vacuo to afford the title compound was obtained as a crystalline yellow solid (0.7 g, 100%).

Workup

  1. customThe phases were separated
  2. dry with materialthe organic phase was dried with sodium sulfate
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-847e1aad751046698e415a8571315571
Source dataset
uspto-grants-2014_04
Patent number
US08703763B2

Reaction notes

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