Formaldehyde → HCID 70406044, compound

HRID 638540Notes

Reaction equation

HRID 638540 reaction equation
Cl.[CH3:2][NH:3][CH3:4].[CH2:5]=O.[C:7]([C:11]1[CH:12]=[CH:13][C:14]2[S:18](=[O:19])[CH:17]=[N:16][C:15]=2[CH:20]=1)(=[O:10])[CH2:8][CH3:9]>C(OC(=O)C)(=O)C>[CH3:2][N:3]([CH3:5])[CH2:4][CH:8]([CH3:9])[C:7]([C:11]1[CH:12]=[CH:13][C:14]2[S:18](=[O:19])[CH:17]=[N:16][C:15]=2[CH:20]=1)=[O:10]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 70406077HCID 70406077, compound

Product 1

HCID 70406044HCID 70406044, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Acetic anhydride (70 ml) was added to a solution of dimethylamine hydrochloride (12.7 g) in 37% aqueous solution (10.5 ml) of formaldehyde at 80° C. To the solution was added 5-propionylbenzothiazolone (21.5 g) and the resultant mixture was stirred at the same temperature for 2 hours. After the solvent was evaporated in vacuo, the residue was treated with a mixture of saturated aqueous solution of sodium bicarbonate and ethyl acetate. Insoluble powder was collected by filtration to give 5-(3-dimethylamino-2-methylpropionyl)benzothiazolone (12.5 g) as light red-violet powder.

Workup

  1. customAfter the solvent was evaporated in vacuo
  2. additionthe residue was treated with a mixture of saturated aqueous solution of sodium bicarbonate and ethyl acetate
  3. filtrationInsoluble powder was collected by filtration

Sources & evidence

ORD record
ord-81537cdd3b2f4b18bc86dc645f4067d7
Source dataset
uspto-grants-1985_12
Patent number
US04562190

Reaction notes

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