Methanesulfonyl chloride → HCID 21435494, compound

HRID 2398501Notes

Reaction equation

HRID 2398501 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([N:13]([CH2:40][CH2:41][C:42]1[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[C:44]([CH2:50][NH2:51])[CH:43]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH2:31][NH2:32])[CH:24]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>N1C=CC=CC=1>[CH2:6]([N:13]([CH2:40][CH2:41][C:42]1[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[C:44]([CH2:50][NH:51][S:2]([CH3:1])(=[O:4])=[O:3])[CH:43]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH2:31][NH:32][S:2]([CH3:1])(=[O:4])=[O:3])[CH:24]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 21435505HCID 21435505, compound

Product 1

HCID 21435494HCID 21435494, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure of Example 6, 2.5 g. of methanesulfonyl chloride is added to a solution of 6.78 g. (0.01 m.) of N,N'-dibenzyl-N,N'-bis[2-(3-aminomethyl-4-methoxyphenyl)-ethyl]-hexamethylenediamine in 30 ml. of pyridine and the mixture is allowed to stand at room temperature overnight to yield N,N'-dibenzyl-N,N'-bis[2-(3-methanesulfonamidomethyl-4-methoxyphenyl)-ethyl]-hexamethylenediamine. The latter as the dihydrochloride is demethylated and then debenzylated as described in Example 9 to furnish the product N,N'-[2-(4-hydroxy-3-methanesulfonamidomethylphenyl)-ethyl]-hexamethylenediamine dihydrochloride.

Sources & evidence

ORD record
ord-8a5816eb4fb243e0b9ebfbf5e5b90976
Source dataset
uspto-grants-1977_05
Patent number
US04024281

Reaction notes

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