Stannous chloride dihydrate → HCID 23288684, compound

HRID 1738658Notes

Reaction equation

HRID 1738658 reaction equation
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][CH:28]=[CH:27][C:4]=1[O:5][C:6]1[C:13]([O:14][CH2:15][CH2:16][O:17]C2CCCCO2)=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[N+:24]([O-])=O.O.O.[Sn](Cl)Cl>C(O)C.Cl>[NH2:24][C:7]1[CH:8]=[C:9]([CH:12]=[C:13]([O:14][CH2:15][CH2:16][OH:17])[C:6]=1[O:5][C:4]1[CH:27]=[CH:28][CH:29]=[CH:30][C:3]=1[O:2][CH3:1])[C:10]#[N:11]

Participants

5

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 23288616HCID 23288616, compound

Product 1

HCID 23288684HCID 23288684, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3.5 g of 4-(2-methoxy-phenoxy)-3-nitro-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzonitrile were dissolved in ethanol (100 ml), a solution of tin dichloride dihydrate (7.6 g) in 37% HCl (17 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-(2-methoxy-phenoxy)-benzonitrile as a crystalline solid.

Workup

  1. extractionthe product was extracted with ethyl acetate

Sources & evidence

ORD record
ord-2b85ceb2823840a08bd42e8de6eb1344
Source dataset
uspto-grants-1999_10
Patent number
US05962682

Reaction notes

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