Nitric Acid → HCID 15983355, compound

HRID 1881231Notes

Reaction equation

HRID 1881231 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Br:5][CH2:6][C:7]1[C:8]2[CH:23]=[C:22]([OH:24])[C:21]([OH:25])=[CH:20][C:9]=2[S:10][C:11]=1[C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13]>ClCCl.C(OCC)(=O)C>[Br:5][CH2:6][C:7]1[C:8]2[CH:23]=[C:22]([OH:24])[C:21]([OH:25])=[C:20]([N+:1]([O-:4])=[O:2])[C:9]=2[S:10][C:11]=1[C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 67094396HCID 67094396, compound

Product 1

HCID 15983355HCID 15983355, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1 M HNO3 in dichloromethane (1.02 ml) was added to a solution of (3-bromomethyl-5,6-dihydroxy-benzo[b]thiophen-2-yl)-morpholin-4-yl-methanone (0.35 g) in ethyl acetate (50 ml) and stirring continued at 60° C. for 2 hours. The cooled mixture was washed with water, dried and evaporated to dryness. The product was recrystallized from acetone.

Workup

  1. washThe cooled mixture was washed with water
  2. customdried
  3. customevaporated to dryness
  4. customThe product was recrystallized from acetone

Sources & evidence

ORD record
ord-7a554a758988427fbb25ea8c3b5bc3cb
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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