(3-n-Butylamino-4-phenoxy-5-sulfamylbenzyl)benzylamine → 4-Benzyl-3-n-butoxy-5-sulfamylbenzylamine

HRID 2082893Notes

Reaction equation

HRID 2082893 reaction equation
C(NC1C=C(C=C(S(=O)(=O)N)C=1OC1C=CC=CC=1)CNCC1C=CC=CC=1)CCC.[CH2:32]([C:39]1[C:53]([S:54](=[O:57])(=[O:56])[NH2:55])=[CH:52][C:42]([CH2:43][NH:44]CC2C=CC=CC=2)=[CH:41][C:40]=1[O:58][CH2:59][CH2:60][CH2:61][CH3:62])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH2:32]([C:39]1[C:53]([S:54](=[O:57])(=[O:56])[NH2:55])=[CH:52][C:42]([CH2:43][NH2:44])=[CH:41][C:40]=1[O:58][CH2:59][CH2:60][CH2:61][CH3:62])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 53795311(3-n-Butylamino-4-phenoxy-5-sulfamylbenzyl)benzylamineHCID 54216800(4-Benzyl-3-n-butoxy-5-sulfamylbenzyl)benzylamine

Product 1

HCID 541289344-Benzyl-3-n-butoxy-5-sulfamylbenzylamine

Procedure

By replacing in Example 296 (3-n-butylamino-4-phenoxy-5-sulfamylbenzyl)benzylamine with an equimolar amount of (4-benzyl-3-n-butoxy-5-sulfamylbenzyl)benzylamine (prepared as described in Example 184) and following the hydrogenation procedure described, crude 4-benzyl-3-n-butoxy-5-sulfamylbenzylamine is obtained. The crude amine is dissolved in ethanol (50 ml) and a saturated solution of dry hydrogen chloride in ethanol (2 ml) is added to precipitate, after cooling, 4-benzyl-3-n-butoxy-5-sulfamylbenzylamine hydrochloride. After filtration and recrystallization from ethanol it is obtained as a hydrate with a melting point of 176°-179° C.

Sources & evidence

ORD record
ord-2da6504c14684771a39618979d25089d
Source dataset
uspto-grants-1978_04
Patent number
US04082851

Reaction notes

Loading…