4-Nitrobenzenesulfonyl chloride → HCID 19094007, compound

HRID 487318Notes

Reaction equation

HRID 487318 reaction equation
[N+](C1C=CC(C([NH:10][CH2:11][CH2:12][N:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14]2)=O)=CC=1)([O-])=O.[N+:25]([C:28]1[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=1)([O-:27])=[O:26]>>[N+:25]([C:28]1[CH:29]=[CH:30][C:31]([S:34]([NH:10][CH2:11][CH2:12][N:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14]2)(=[O:36])=[O:35])=[CH:32][CH:33]=1)([O-:27])=[O:26]

Participants

3

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 19093897HCID 19093897, compound

Product 1

HCID 19094007HCID 19094007, compound

Procedure

The title compound was prepared by Method A using 2-(2-aminoethyl)-1,2,3,4-tetrahydroisoquinoline (described in Example 174) and 4-nitrobenzenesulfonyl chloride to produce the desired product in 98% yield. This material was crystallized from EtOAc to afford a gold-colored solid; mp 142.5°-144.5° C.; IR (KBr) 3372, 3110, 2778, 1929, 1603, 1521, 1305, 1151, 969 and 739 cm-.

Sources & evidence

ORD record
ord-e9a2c23c230145aeb3a36d4d88ceffb9
Source dataset
uspto-grants-1994_03
Patent number
US05294621

Reaction notes

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