Stannous chloride dihydrate → HCID 23288712, compound

HRID 1738659Notes

Reaction equation

HRID 1738659 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][CH:30]=1)[O:6][C:7]1[C:14]([O:15][CH2:16][CH2:17][O:18]C2CCCCO2)=[CH:13][C:10]([C:11]#[N:12])=[CH:9][C:8]=1[N+:25]([O-])=O.O.O.[Sn](Cl)Cl>C(O)C.Cl>[NH2:25][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([O:15][CH2:16][CH2:17][OH:18])[C:7]=1[O:6][C:5]1[CH:28]=[CH:29][CH:30]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:11]#[N:12]

Participants

5

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 23288586HCID 23288586, compound

Product 1

HCID 23288712HCID 23288712, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

2.0 g of 4-(3-methoxy-phenoxy)-3-nitro-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzonitrile were dissolved in ethanol (60 ml), a solution of tin dichloride dihydrate (4.5 g) in 37% HCl (12 ml) was added dropwise thereto at room temperature and the mixture was subsequently stirred at room temperature for 12 hours. The mixture was poured on to ice-water, adjusted to pH 7 and the product was extracted with ethyl acetate. After usual processing of the organic phase there was obtained 3-amino-5-(2-hydroxy-ethoxy)-4-(3-methoxy-phenoxy)-benzonitrile as a white solid.

Workup

  1. extractionthe product was extracted with ethyl acetate

Sources & evidence

ORD record
ord-3b813fd60e934b28980fa83f809d1c50
Source dataset
uspto-grants-1999_10
Patent number
US05962682

Reaction notes

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