Hydrochloric Acid → HCID 86340156, compound

HRID 2275008Notes

Reaction equation

HRID 2275008 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[C:12]=1[NH:13][CH3:14])[C:6]([O:8]C)=[O:7].[OH-].[Li+].Cl>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[C:12]=1[NH:13][CH3:14])[C:6]([OH:8])=[O:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86340167HCID 86340167, compound

Product 1

HCID 86340156HCID 86340156, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-methoxy-4-(methylamino)-5-nitrobenzoate (13.69 g, 57.0 mmol) in tetrahydrofuran (THF) (100 mL) and water (50.0 mL) was added a single portion of lithium hydroxide (4.09 g, 171 mmol). The resulting suspension was stirred for 19 hr at room temperature. The reaction was acidified with aq. 2N HCl (˜50 mL), until pH reached ˜4. The resultant suspension was filtered and the orange solid dried on the high vacuum line overnight to give the title compound as an orange solid (11.09 g).

Workup

  1. filtrationThe resultant suspension was filtered
  2. customthe orange solid dried on the high vacuum line overnight

Sources & evidence

ORD record
ord-e8fb3c2da6364fb2a70d090b1fecfd8f
Source dataset
uspto-grants-2015_09
Patent number
US09127003B2

Reaction notes

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