Water → HCID 19834616, compound

HRID 1583875Notes

Reaction equation

HRID 1583875 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12]O)[CH:7]=[CH:6][C:5]=1[NH:14][C:15](=O)OCCCl)([O-:3])=[O:2].[C:21](=O)([O-])[O-:22].[Na+].[Na+].[OH2:27]>>[N+:1]([C:4]1[CH:9]=[C:8]([CH:7]=[CH:6][C:5]=1[NH:14][CH2:15][CH2:21][OH:22])[O:10][CH:11]([OH:27])[CH3:12])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 962WaterHCID 10340Sodium Carbonate2×HCID 54291268HCID 54291268, compound

Product 1

HCID 19834616HCID 19834616, compound

Conditions

Temperature
70 °C

Procedure

0.1 mol (30.45 g) of β-chloroethyl 2-nitro-4-(β-hydroxyethoxy)-phenylcarbamate is introduced into 62 ml of water. 10 ml of 10N sodium carbonate solution are added gradually in the course of a few minutes, whilst stirring. The temperature rises to about 60° C. The temperature of the reaction medium is then raised to 70° C. and 22 ml of 10N sodium carbonate solution are then added, whilst stirring. Stirring is continued for 15 minutes at 70° C. After cooling, the desired product is filtered off; after washing with water, drying and recrystallisation from methanol, it melts at 82° C.

Workup

  1. customrises to about 60° C
  2. stirringwhilst stirring
  3. stirringStirring
  4. temperatureAfter cooling
  5. filtrationthe desired product is filtered off
  6. washafter washing with water
  7. customdrying
  8. customrecrystallisation from methanol, it melts at 82° C.

Sources & evidence

ORD record
ord-f0b7f8ffeaa248d492972d4db463ef68
Source dataset
uspto-grants-1985_11
Patent number
US04555247

Reaction notes

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