2-Nitrobenzenesulfonyl chloride → HCID 53708043, compound

HRID 1936608Notes

Reaction equation

HRID 1936608 reaction equation
[CH2:1]([O:8][C:9](=[O:20])[NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH2:19])[C:17]#[N:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30](Cl)(=[O:32])=[O:31])([O-])=O>>[CH2:1]([O:8][C:9](=[O:20])[NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH:19][S:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:24]=1)(=[O:32])=[O:31])[C:17]#[N:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 155402-Nitrobenzenesulfonyl chlorideHCID 54000894HCID 54000894, compound

Product 1

HCID 53708043HCID 53708043, compoundYield 40.9%

Procedure

Using the general procedure described in step A of scheme 1, (6-amino-6-cyano-hexyl -carbamic acid benzyl ester (2.8 g, 10 mmol) was sulfonylated with 2-nitrobenzenesulfonyl chloride (2.5 g, 11 mmol) at 0° C. to yield the titled compound (1.7 g, 36%); yellow oil.

Sources & evidence

ORD record
ord-e0975e7d96ab4d59a05526d1dc3decfc
Source dataset
uspto-grants-2002_05
Patent number
US06391877B1

Reaction notes

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