Stannous chloride dihydrate → HCID 23288647, compound

HRID 368775Notes

Reaction equation

HRID 368775 reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([N+:22]([O-])=O)[C:12]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])[C:8]#[N:9])[CH:2]=[CH2:3].O.O.[Sn](Cl)Cl>C(O)C.Cl>[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([NH2:22])[C:12]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])[C:8]#[N:9])[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 23288660HCID 23288660, compound

Product 1

HCID 23288647HCID 23288647, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3.59 g of 3-allyloxy-4-(2-methoxy-phenoxy)-5-nitro-benzonitrile were dissolved in ethanol (120 ml), a solution of tin dichloride dihydrate (8.55 g) in 37% HCl (25 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-allyloxy-5-amino-4-(2-methoxy-phenoxy)-benzonitrile as a white solid.

Workup

  1. extractionthe product was extracted with ethyl acetate

Sources & evidence

ORD record
ord-904be4e2a42b44dcbd8f67206b477720
Source dataset
uspto-grants-2000_10
Patent number
US06133442

Reaction notes

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