Ethanol → HCID 21506026, compound

HRID 918685Notes

Reaction equation

HRID 918685 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:17](=[O:20])(=[O:19])[NH2:18])[C:10]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)[C:5]([OH:7])=[O:6].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[CH2:29](O)[CH3:30]>>[CH2:21]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:17](=[O:19])(=[O:20])[NH2:18])[C:10]=1[N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[C:5]([O:7][CH2:29][CH3:30])=[O:6])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 7498Benzyl Bromide2×HCID 21506115HCID 21506115, compound

Product 1

HCID 21506026HCID 21506026, compound

Procedure

A mixture of 3-amino-4-morpholino-5-sulphamyl-benzoic acid (3 g), benzyl bromide (4 g), and anhydrous ethanol (45 ml) was refluxed. After 24 hours and again after 48 hours a solution of benzyl bromide (1.5 g) in anhydrous ethanol (5 ml) was added during 4 hours. After the second addition, the refluxing was continued for 24 hours. The reaction mixture was cooled, and the precipitated ethyl 3-benzylamino-4-morpholino-5-sulphamyl-benzoate was collected by suction and recrystallized from ethanol, after which the compound was obtained with a melting point of 185-186°C.

Workup

  1. temperaturewas refluxed
  2. additionAfter the second addition
  3. waitthe refluxing was continued for 24 hours
  4. temperatureThe reaction mixture was cooled
  5. customthe precipitated ethyl 3-benzylamino-4-morpholino-5-sulphamyl-benzoate was collected by suction
  6. customrecrystallized from ethanol
  7. customafter which the compound was obtained with a melting point of 185-186°C.

Sources & evidence

ORD record
ord-0e3629da23db42258ffbc947e5e603db
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

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