Sodium Bicarbonate → HCID 20367576, compound

HRID 616501Notes

Reaction equation

HRID 616501 reaction equation
[CH3:1][NH:2][C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[C:7]=1[C:16]#[N:17])=[O:4].C(=O)(O)[O-:19].[Na+]>S(=O)(=O)(O)O>[CH3:1][NH:2][C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[C:7]=1[C:16](=[O:19])[NH2:17])=[O:4]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 20367573HCID 20367573, compound

Product 1

HCID 20367576HCID 20367576, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A stirred mixture of 8.5 g of 1-methyl-3-(4-cyano-3-(diethylamino)-5-isothiazolyl)urea in 17 ml of concentrated sulfuric acid was heated at 100° during 11/4 hours. The reaction mixture was poured into 250 ml of stirred ice-water. The mixture became unstirrable and was then carefully poured into 1 liter of saturated sodium bicarbonate solution. The mixture was stirred during one and a quarter hours, filtered cold, and washed with cold water. The collected solid was recrystallized twice from ethanol to give 5.3 g of 1-methyl-3-(4-carbamoyl-3-(diethylamino)-5-isothiazolyl)urea; m.p. 195°-197°. The nmr spectrum was consistent with the assigned structure.

Workup

  1. temperaturewas heated at 100° during 11/4 hours
  2. filtrationfiltered cold
  3. washwashed with cold water
  4. customThe collected solid was recrystallized twice from ethanol

Sources & evidence

ORD record
ord-c6ec88f3068645c4b8b9361b121b006f
Source dataset
uspto-grants-1978_02
Patent number
US04075001

Reaction notes

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