Water → HCID 87898956, compound

HRID 1837500Notes

Reaction equation

HRID 1837500 reaction equation
O.[CH3:2][C:3]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:4]=1[NH2:5].[C:13](Cl)([Cl:15])=[S:14]>Cl>[CH3:2][C:3]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:4]=1[NH:5][C:13]([Cl:15])=[S:14]

Participants

5

Reactant 3

HCID 962WaterHCID 74442-Methyl-5-NitroanilineHCID 10040Thiophosgene

Product 1

HCID 87898956HCID 87898956, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2.25 l of water are added to a solution of 130 mmol (20 g) of 2-methyl-5-nitroaniline in 375 ml of concentrated hydrochloric acid. At a temperature of 0° C., 162 mmol (19 g) of thiophosgene are poured in in one go. The reaction mixture is stirred vigorously for 24 hours at ambient temperature. The precipitate formed is filtered off and then taken up in diethyl ether. The organic phase is washed with water, dried over magnesium sulphate and concentrated to yield the expected product.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washThe organic phase is washed with water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-606f8396bede4342ba8f4cf3067c55ac
Source dataset
uspto-grants-2004_08
Patent number
US06784183B2

Reaction notes

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