Stannous chloride dihydrate → 4-Hydrazino-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid hydrochloride

HRID 1738986

Reaction equation

[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[C:9]([C:16]([OH:18])=[O:17])=[CH:8][CH:7]=1.O.O.[Cl:21][Sn]Cl>O.Cl>[ClH:21].[NH:5]([C:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[C:9]([C:16]([OH:18])=[O:17])=[CH:8][CH:7]=1)[NH2:1]

Participants

Conditions

Temperature: -5 °C

Procedure

A solution of 0.26 g of NaNO2 in 1 ml of water is added to a solution, cooled to -5° C., of 0.73 g of 4-amino-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid in 10 ml of concentrated HCl. After one and a half hours of stirring at -5° C., a solution of 3.4 g of SnCl2.2H2O in 34 ml of concentrated HCl is added at -5° C. The mixture is stirred for 1 hour at RT and filtered, and the product is washed with concentrated HCl and dried under a stream of dry nitrogen to obtain 0.67 g of the expected hydrazine.

Workup

stirringThe mixture is stirred for 1 hour at RT
filtrationfiltered
washthe product is washed with concentrated HCl
customdried under a stream of dry nitrogen

Sources & evidence

ORD record: ord-027ee10319464c339327e34ecaa99aba
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965579

Linked notes

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