Hydrogen chloride-ethyl acetate → 2-Nitro-n-(2-pyridin-3-ylethyl)-n-[3-(1,3,3,5-tetramethyl-2,4-dioxo-2,3,4,5-tetrahydro-1h-benzo[b][1,4]diazepin-7-yloxy)propyl]benzenesulfonamide hydrochloride

HRID 1183093Notes

Reaction equation

HRID 1183093 reaction equation
C(OC(=O)C)C.[ClH:7].[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([N:20]([CH2:42][CH2:43][C:44]1[CH:45]=[N:46][CH:47]=[CH:48][CH:49]=1)[CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:41]=[CH:40][C:28]2[N:29]([CH3:39])[C:30](=[O:38])[C:31]([CH3:37])([CH3:36])[C:32](=[O:35])[N:33]([CH3:34])[C:27]=2[CH:26]=1)(=[O:19])=[O:18])([O-:10])=[O:9]>C(OCC)(=O)C>[ClH:7].[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([N:20]([CH2:42][CH2:43][C:44]1[CH:45]=[N:46][CH:47]=[CH:48][CH:49]=1)[CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:41]=[CH:40][C:28]2[N:29]([CH3:39])[C:30](=[O:38])[C:31]([CH3:36])([CH3:37])[C:32](=[O:35])[N:33]([CH3:34])[C:27]=2[CH:26]=1)(=[O:18])=[O:19])([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 686742442-nitro-N-(2-pyridin-3-ylethyl)-N-[3-(1,3,3,5-tetramethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yloxy)propyl]benzenesulfonamide

Product 1

HCID 686743582-Nitro-n-(2-pyridin-3-ylethyl)-n-[3-(1,3,3,5-tetramethyl-2,4-dioxo-2,3,4,5-tetrahydro-1h-benzo[b][1,4]diazepin-7-yloxy)propyl]benzenesulfonamide hydrochlorideYield 65%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 4N-hydrogen chloride ethyl acetate solution (0.57 ml) was added to an ethyl acetate solution (1 ml) of 2-nitro-N-(2-pyridin-3-ylethyl)-N-[3-(1,3,3,5-tetramethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yloxy)propyl]benzenesulfonamide (236 mg), and stirred at room temperature for 1 minute. The precipitated insoluble matter was collected by filtration, washed with ethyl acetate, and dried to thereby obtain 163 mg (yield: 65%) of 2-nitro-N-(2-pyridin-3-ylethyl)-N-[3-(1,3,3,5-tetramethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yloxy)propyl]benzenesulfonamide hydrochloride as a white powder.

Workup

  1. filtrationThe precipitated insoluble matter was collected by filtration
  2. washwashed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-85cb01e677894a59af959c001c608ddd
Source dataset
uspto-grants-2014_03
Patent number
US08664217B2

Reaction notes

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