Hydrochloric Acid → HCID 66744010, compound
Reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([Br:7])[S:4][C:3]=1[C:8]([O:10]C)=[O:9].C[O-].[Na+].CO.Cl>O>[NH2:1][C:2]1[CH:6]=[C:5]([Br:7])[S:4][C:3]=1[C:8]([OH:10])=[O:9]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
A mixture of methyl 3-amino-5-bromothiophene-2-carboxylate (0.236 g, 1.00 mmol), sodium methoxide (0.162 g, 3.00 mmol), methanol (4.0 mL) and water (1.0 mL) was stirred at 75° C. for 5 h. The mixture was cooled in an ice-bath and conc. HCl (0.250 mL, 3.00 mmol) was added. The mixture was concentrated in vacuo to remove methanol. The residue was triturated with water, and the precipitate was collected by filtration and washed with water to afford the title compound (0.154 g, 69%) as a pale orange solid:
Workup
- temperatureThe mixture was cooled in an ice-bath
- concentrationThe mixture was concentrated in vacuo
- customto remove methanol
- customThe residue was triturated with water
- filtrationthe precipitate was collected by filtration
- washwashed with water
Sources & evidence
- ORD record
- ord-980799b7421b47a9b6ca3fb024b720de
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691828B2
Reaction notes
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