Thiophosgene → HCID 85748148, compound

HRID 1376545Notes

Reaction equation

HRID 1376545 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2[O:6][CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH3:12].[C:13](Cl)(Cl)=[S:14].[OH-].[Na+]>O.Cl>[N:1]([C:2]1[CH:11]=[CH:10][C:5]2[O:6][CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH3:12])=[C:13]=[S:14]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 10702194HCID 10702194, compound

Product 1

HCID 85748148HCID 85748148, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

1.90 g of 6-amino-5-methyl-benzodioxan is dissolved in 50 mL of water containing 11.8 mL of 1.0N hydrochloric acid. 1.10 mL of thiophosgene is added dropwise while stirring vigorously. After 4 hours of stirring at room temperature, the mixture is made basic with 50% sodium hydroxide solution, and then extracted with methylene chloride. The extracts are dried over sodium sulfate and concentrated. The residue is found to be 2.0 g of 6-isothiocyanato-5-methylbenzodioxan.

Workup

  1. stirringAfter 4 hours of stirring at room temperature
  2. extractionextracted with methylene chloride
  3. dry with materialThe extracts are dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3a9c823b26464de8b2cff9bce3c19a92
Source dataset
uspto-grants-1997_09
Patent number
US05663189

Reaction notes

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