Hydrochloric Acid → HCID 20033758, compound

HRID 231584Notes

Reaction equation

HRID 231584 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.C(N(CC)C(C)C)(C)C.[Cl:19][S:20]([C:23]1[CH:32]=[CH:31][CH:30]=[C:29]([N+:33]([O-:35])=[O:34])[C:24]=1[C:25]([O:27][CH3:28])=[O:26])(=[O:22])=[O:21].Cl>O1CCCC1>[ClH:19].[N:4]1([CH2:3][CH2:2][NH:1][S:20]([C:23]2[CH:32]=[CH:31][CH:30]=[C:29]([N+:33]([O-:35])=[O:34])[C:24]=2[C:25]([O:27][CH3:28])=[O:26])(=[O:21])=[O:22])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 33944N-(2-Aminoethyl)piperidineHCID 81531DiisopropylethylamineHCID 13670189Methyl 2-(chlorosulfonyl)-6-nitrobenzoate

Product 1

HCID 20033758HCID 20033758, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1-(2-aminoethyl)piperidine (0.23 g, 1.79 mmol) and N,N-diisopropylethylamine (0.23 g, 1.79 mmol) in tetrahydrofuran (5 ml) is added over 15 minutes to a stirred solution of methyl 2-chlorosulfonyl-6-nitrobenzoate (0.50 g, 1.79 mmol) in tetrahydrofuran (25 ml) cooled with an ice bath. The product is isolated following the procedure of Example 1 and converted to the hydrochloride salt with anhydrous ethanolic hydrogen chloride.

Workup

  1. temperaturecooled with an ice bath
  2. customThe product is isolated

Sources & evidence

ORD record
ord-c1a9eb7e766b45b292802a14127857aa
Source dataset
uspto-grants-1989_07
Patent number
US04847294

Reaction notes

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