Sodium Bicarbonate → 7-Methanesulphonamido-1,2,4,5-tetrahydro-3H-3-benzazepine

HRID 329381Notes

Reaction equation

HRID 329381 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.C(=O)(O)[O-].[Na+]>C(O)=O>[CH3:23][S:20]([NH:19][C:17]1[CH:16]=[CH:15][C:12]2[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=2[CH:18]=1)(=[O:21])=[O:22]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 187652003-Tertiary-butoxycarbonyl-7-methanesulphonamido-1,2,4,5-tetrahydro-3H-3-benzazepine

Product 1

HCID 187651877-Methanesulphonamido-1,2,4,5-tetrahydro-3H-3-benzazepine

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

3-Tertiary-butoxycarbonyl-7-methanesulphonamido-1,2,4,5-tetrahydro-3H-3-benzazepine (0.6 g) and 98% formic acid (10 ml) were stirred together at room temperature for 2 hours. The solvent was evaporated in vacuo to give an oil which was basified with aqueous sodium bicarbonate. The aqueous solution was evaporated in vacuo and the residue was triturated with hot isopropanol. The isopropanol was decanted and evaporated in vacuo to give a solid which was recrystallised from ethyl acetate/hexane to give the title compound, yield 0.22 g.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customto give an oil which
  3. customThe aqueous solution was evaporated in vacuo
  4. customthe residue was triturated with hot isopropanol
  5. customThe isopropanol was decanted
  6. customevaporated in vacuo
  7. customto give a solid which
  8. customwas recrystallised from ethyl acetate/hexane

Sources & evidence

ORD record
ord-909eaa2493114a61a056d45996e32ebe
Source dataset
uspto-grants-1990_01
Patent number
US04891372

Reaction notes

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