Thiophosgene → HCID 59351155, compound

HRID 2191944Notes

Reaction equation

HRID 2191944 reaction equation
[Cl:1][C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:22](Cl)(Cl)=[S:23]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([O:8][C:9]2[CH:10]=[CH:11][C:12]([N:15]=[C:22]=[S:23])=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 10340Sodium CarbonateHCID 201339744-(3-Chloropyrazin-2-yloxy)benzenamine

Product 1

HCID 59351155HCID 59351155, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 4-(3-chloropyrazin-2-yloxy)benzenamine (620 mg, 2797 μmol) and sodium carbonate (652 mg, 6154 μmol) in chloroform (10 ml) was added thiophosgene (236 μl, 3077 μmol). The solution turned cloudy and was stirred overnight at room temperature. The solvent had evaporated so the residue was taken back up in chloroform and the solids were removed by filtration. The filtrate was collected and the solvent was removed by roto-vap to give the desired product as a brown solid which was used without further purification.

Workup

  1. customThe solvent had evaporated so the residue
  2. customthe solids were removed by filtration
  3. customThe filtrate was collected
  4. customthe solvent was removed by roto-vap

Sources & evidence

ORD record
ord-0f864ff422dd404ea7d05b4163b756f0
Source dataset
uspto-grants-2012_12
Patent number
US08329700B2

Reaction notes

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