Hydrochloric Acid → HCID 66744010, compound

HRID 2363970Notes

Reaction equation

HRID 2363970 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

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

  1. temperatureThe mixture was cooled in an ice-bath
  2. concentrationThe mixture was concentrated in vacuo
  3. customto remove methanol
  4. customThe residue was triturated with water
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with water

Sources & evidence

ORD record
ord-980799b7421b47a9b6ca3fb024b720de
Source dataset
uspto-grants-2014_04
Patent number
US08691828B2

Reaction notes

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