Stannous chloride dihydrate → 2-Chloro-4-hydrazinylbenzonitrile hydrochloride

HRID 1738989Notes

Reaction equation

HRID 1738989 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([Cl:10])[CH:3]=1.[N:11]([O-])=O.[Na+].O.O.Cl[Sn]Cl>C1COCC1.O.Cl>[ClH:10].[Cl:10][C:4]1[CH:3]=[C:2]([NH:1][NH2:11])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Participants

7

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 887284-Amino-2-chlorobenzonitrileHCID 23668193Sodium Nitrite

Product 1

HCID 221118492-Chloro-4-hydrazinylbenzonitrile hydrochloride

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-5 °C

Procedure

5 g of 4-amino-2-chlorobenzonitrile and 40 ml of concentrated HCl in 30 ml of THF are mixed at -5° C.; 2.26 g of NaNO2 in 30 ml of water are added and the mixture is left stirring for 2 hours, 30 g of SnCl2.2H2O in 30 ml of concentrated HCl are then added and stirring is maintained at -5° C. for 30 minutes.

Workup

  1. waitthe mixture is left
  2. stirringstirring

Sources & evidence

ORD record
ord-ac1222384e7e49b1a7f19ac1750530cc
Source dataset
uspto-grants-1999_10
Patent number
US05965579

Reaction notes

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