Sodium Hydroxide → HCID 13083048, compound

HRID 325256Notes

Reaction equation

HRID 325256 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([CH2:16][CH2:17]Cl)(=[O:15])=[O:14])=[O:11])[N:3]=1.[OH-].[Na+]>C(O)C.O>[CH3:8][C:6]1[CH:7]=[C:2]([CH3:1])[N:3]=[C:4]([NH:9][C:10]([NH:12][S:13]([CH:16]=[CH2:17])(=[O:15])=[O:14])=[O:11])[N:5]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13083056HCID 13083056, compound

Product 1

HCID 13083048HCID 13083048, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

14.6 g (0.05 mole) of N-(4,6-dimethyl-pyrimidin-2-yl)-N'-(2-chloro-eth-1-yl-sulfonyl)-urea (cf. Example 12) were dissolved in 150 ml of ethanol, and 4 g (0.1 mole) of sodium hydroxide, dissolved in 10 ml of water, were added at room temperature. The reaction mixture was then warmed to 40° C. for 4 hours, concentrated in vacuo and taken up in 150 ml of water. After acidification with 2 N HCl (pH 5), the mixture was extracted with ethyl acetate, and the extracts were then dried and concentrated. After the addition of n-hexane, 8.9 g (69.5% of theory) of N-(4,6-dimethyl-pyrimidin-2-yl)-N'-(vinylsulfonyl)-urea of melting point 131°-3° C. were obtained.

Workup

  1. additionwere added at room temperature
  2. concentrationconcentrated in vacuo
  3. extractionAfter acidification with 2 N HCl (pH 5), the mixture was extracted with ethyl acetate
  4. customthe extracts were then dried
  5. concentrationconcentrated
  6. additionAfter the addition of n-hexane, 8.9 g (69.5% of theory) of N-(4,6-dimethyl-pyrimidin-2-yl)-N'-(vinylsulfonyl)-urea of melting point 131°-3° C.
  7. customwere obtained

Sources & evidence

ORD record
ord-4772b7692d9f4de5b1b7d0d0915d1455
Source dataset
uspto-grants-1984_04
Patent number
US04440565

Reaction notes

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