Stannous chloride dihydrate → HCID 68162882, compound

HRID 1042990Notes

Reaction equation

HRID 1042990 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([NH:20][C@@H:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH3:22])=[C:12]([N+:17]([O-])=O)[CH:13]=[N:14]3)=[CH:9][C:8]=2[O:29][CH3:30])=[C:5]([CH3:31])[O:4][N:3]=1.O.O.Cl[Sn]Cl>C(O)C.Cl>[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([NH:20][C@@H:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH3:22])=[C:12]([NH2:17])[CH:13]=[N:14]3)=[CH:9][C:8]=2[O:29][CH3:30])=[C:5]([CH3:31])[O:4][N:3]=1

Participants

5

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 68162901HCID 68162901, compound

Product 1

HCID 68162882HCID 68162882, compoundYield 17%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of this nitro intermediate (2.5 g, 24.82 mmol) in a mixture of ethanol (20 ml) and HCl (3.8 ml), was added portionwise SnCl2.2H2O (5.6 g, 24.82 mmol). The reaction mixture was heated to 40° C. for 1 h, then hydrolysed with sodium hydroxide N and extracted with DCM. The organic phase was washed with water, dried and concentrated to give the title compound as a brown powder (0.5 g, 17%). (APCI-MS) m/z: 389 MH+, Rt 2.95 min.

Workup

  1. extractionhydrolysed with sodium hydroxide N and extracted with DCM
  2. washThe organic phase was washed with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-55e2878b825c4dc487953586236b5165
Source dataset
uspto-grants-2013_10
Patent number
US08557984B2

Reaction notes

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