Methylamine → HCID 22164323, compound

HRID 1087925Notes

Reaction equation

HRID 1087925 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1([S:10](Cl)(=[O:12])=[O:11])[NH:8][C:7]([Cl:9])=[CH:6][S:5]1>>[CH3:1][NH:2][S:10]([C:4]1([Cl:3])[NH:8][C:7]([Cl:9])=[CH:6][S:5]1)(=[O:12])=[O:11]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 22164315HCID 22164315, compound

Product 1

HCID 22164323HCID 22164323, compound

Procedure

21 g of a 30% strength aqueous methylamine solution were added dropwise at approx. -75° C. in the course of 45 minute$ to 25.25 g (0.1 mol) Df 2,4-dichloro-thiazole-sulphonyl chloride from Example 1 in 250 ml of the cold bath was then removed and the temperature was subsequently allowed to rise to room temperature, the mixture was subsequently stirred for 30 minutes, the resulting suspension was evaporated under a waterpump vacuum, and the residue was stirred with 300 ml of water. The solid was filtered off with suction and chromatographed on silica gel (eluent toluene/EtOH 15:1) in order to remove small amounts of starting material and product which is substituted in the 2-position. 22 g of product were obtained (89% of the theoretical yield) m.p.: 72-3° C.

Workup

  1. customwas then removed
  2. customto rise to room temperature
  3. customthe resulting suspension was evaporated under a waterpump vacuum
  4. stirringthe residue was stirred with 300 ml of water
  5. filtrationThe solid was filtered off with suction
  6. customchromatographed on silica gel (eluent toluene/EtOH 15:1) in order
  7. customto remove small amounts of starting material and product which

Sources & evidence

ORD record
ord-7b3678b841454b0d9be3f5650180222d
Source dataset
uspto-grants-1990_10
Patent number
US04960899

Reaction notes

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