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Hydrochloric Acid → N-(6-Aminohexyl)-2-nitrobenzenesulfonamide Hydrochloride

HRID 322479
Notes
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Reaction equation

HRID 322479 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25])(=[O:17])=[O:16])(C)(C)C.[ClH:28]>C(Cl)Cl.C(OCC)(=O)C>[ClH:28].[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25])(=[O:16])=[O:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53921292tert-Butyl 6-{[(2-nitrophenyl)sulfonyl]amino}hexylcarbamate

Product 1

HCID 22719658N-(6-Aminohexyl)-2-nitrobenzenesulfonamide HydrochlorideYield 95%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of [6-(2-Nitrobenzenesulfonylamino)-hexyl]-carbamic acid t-butyl ester (2.0 g, 4.9 mmol) in 25 mL of methylene chloride at room temperature was added 3 mL of saturated HCl solution in ethyl acetate and stirred for 4 h. The precipitated solid was filtered to yield the titled compound as white solid (1.58 g, 95%); mp 161-162° C.

Workup

  1. filtrationThe precipitated solid was filtered

Sources & evidence

ORD record
ord-f2834123c73849e7b16cba51a2128e4f
Source dataset
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06211241B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes