Water → HCID 21563679, compound

HRID 1580678Notes

Reaction equation

HRID 1580678 reaction equation
[C:1](Cl)(Cl)=[S:2].[NH2:5][C:6]1[CH:21]=[CH:20][C:9]2[N:10]=[C:11]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:12][C:8]=2[CH:7]=1.O>O1CCOCC1>[N:5]([C:6]1[CH:21]=[CH:20][C:9]2[N:10]=[C:11]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:12][C:8]=2[CH:7]=1)=[C:1]=[S:2]

Participants

5

Reactant 3

HCID 962WaterHCID 10040ThiophosgeneHCID 21563676HCID 21563676, compound

Product 1

HCID 21563679HCID 21563679, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

An amount of 8.46 g of thiophosgene in a sulphonating flask is stirred into 500 ml of ice water. An addition is then made dropwise, in the course of 10 minutes, of a solution of 18 g of 6-amino-2-phenoxybenzothiazole in 100 ml of dioxane as well as 10 ml of water. The suspension is further stirred overnight at room temperature. The formed precipitate is separated and washed with water; the residue is dissolved in 100 ml of methylene chloride, and the solution dried over sodium sulphate. After chromatography with methylene chloride through aluminium oxide (neutral, activity stage III), an amount of 12.5 g. of 6-isothiocyano-2-phenoxybenzothiazole, M.P. 118° to 119°C, is obtained.

Workup

  1. additionAn addition
  2. customThe formed precipitate is separated
  3. washwashed with water
  4. dissolutionthe residue is dissolved in 100 ml of methylene chloride
  5. dry with materialthe solution dried over sodium sulphate

Sources & evidence

ORD record
ord-13c726c6e5cd43ae97bf31d7314e76a2
Source dataset
uspto-grants-1976_01
Patent number
US03933841

Reaction notes

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