Water → HCID 67094310, compound

HRID 1881235Notes

Reaction equation

HRID 1881235 reaction equation
[Cl:1][C:2]1[C:3]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([OH:21])=[CH:15][C:4]=2[S:5][C:6]=1[C:7]([N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)=[O:8].[Br:22]Br.O>C(O)(=O)C>[Br:22][C:15]1[C:4]2[S:5][C:6]([C:7]([N:9]3[CH2:10][CH2:11][O:12][CH2:13][CH2:14]3)=[O:8])=[C:2]([Cl:1])[C:3]=2[CH:18]=[C:17]([O:19][CH3:20])[C:16]=1[OH:21]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 67094205HCID 67094205, compound

Product 1

HCID 67094310HCID 67094310, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

(3-Chloro-6-hydroxy-5-methoxy-benzo[b]thiophen-2-yl)-morpholin-4-yl-methanone (6.9 g) was slurried in acetic acid. A solution of bromine (3.51 g) in acetic acid (31 ml) was gradually added. The reaction mixture was stirred at room temperature and after 15 minutes water (125 ml) was added. The reaction mixture was stirred at cool for 1.5 hours. The solid was filtered and dried in vacuum. The product was a mixture of two compounds and was used for the next step without any purification.

Workup

  1. additionwas added
  2. temperatureat cool for 1.5 hours
  3. filtrationThe solid was filtered
  4. customdried in vacuum
  5. additiona mixture of two compounds
  6. customwas used for the next step without any purification

Sources & evidence

ORD record
ord-97727426cb48438d86f20a85cb0f4f8f
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

Loading…