N-BOC-ethylenediamine → HCID 18373569, compound

HRID 2301535Notes

Reaction equation

HRID 2301535 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12](Cl)(=[O:14])=[O:13].[NH2:16][CH2:17][CH2:18][NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23]>>[C:22]([O:21][C:20]([NH:19][CH2:18][CH2:17][NH:16][S:12]([C:3]1[C:4]([Cl:11])=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[Cl:1])(=[O:14])=[O:13])=[O:26])([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 187201N-BOC-ethylenediamineHCID 234477722,6-Dichloro-3-nitrobenzene-1-sulfonyl chloride

Product 1

HCID 18373569HCID 18373569, compoundYield 90.5%

Procedure

Following the general procedure for sulfonamide formation outlined in example 15, 2,6-dichloro-3-nitrobenzenesulfonyl chloride (1.0 g, 3.44 mmol), t-butyl N-(2-aminoethyl)carbamate (0.5 g, 3.44 mmol) and triethylanine(0.72 mL, 5.16 mmol) were reacted to form the desired product (1.29 g, 90%). 1H NMR (MeOD-d4): δ 7.93 (d, 1H), 7.78 (d, 1H), 3.12 (m, 4H), 1.41 (s, 9H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-81489851762e43f5a8d954a26ae71a7d
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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