Hydrogen Bromide → HCID 70479547, compound

HRID 648051Notes

Reaction equation

HRID 648051 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([CH2:16][C:17]3[NH:18][CH:19]=[CH:20][N:21]=3)[CH:12]=[C:13]([O:14]C)[C:7]=2[CH:6]=1)=[O:4].Br>C(O)(=O)C>[OH:14][C:13]1[C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[S:9][C:8]=2[CH:10]=[C:11]([CH2:16][C:17]2[NH:21][CH:20]=[CH:19][N:18]=2)[CH:12]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 70479421HCID 70479421, compound

Product 1

HCID 70479547HCID 70479547, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6-(1-imidazolylmethyl)-4-methoxybenzo[b]thiophene-2-carboxylic acid methyl ester (100 mg.), 48% aqueous hydrobromic acid (2.0 ml.) and acetic acid (1.0 ml.) was heated under reflux for 4 hours and then evaporated. The residue was dissolved in water and the solution was basified with sodium hydroxide solution and filtered. The filtrate was acidified with acetic acid and the solid was filtered off, washed with water and dried to give 4-hydroxy-6-(1-imidazolylmethyl)benzo[b]thiophene-2-carboxylic acid (52 mg.), m.p. 297°-299° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customevaporated
  4. dissolutionThe residue was dissolved in water
  5. filtrationfiltered
  6. filtrationthe solid was filtered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-c27a92b3ad1b4eb58ac43c1d43062686
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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