Nitric Acid → HCID 15982975, compound

HRID 1881171Notes

Reaction equation

HRID 1881171 reaction equation
[Cl:1][C:2]1[C:3]2[CH:18]=[C:17]([OH:19])[C:16]([OH:20])=[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].[N+:21]([O-])([OH:23])=[O:22]>C(OCC)(=O)C.ClCCl>[Cl:1][C:2]1[C:3]2[CH:18]=[C:17]([OH:19])[C:16]([OH:20])=[C:15]([N+:21]([O-:23])=[O:22])[C:4]=2[S:5][C:6]=1[C:7]([N:9]1[CH2:10][CH2:11][O:12][CH2:13][CH2:14]1)=[O:8]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 67094183HCID 67094183, compound

Product 1

HCID 15982975HCID 15982975, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

(3-Chloro-5,6-dihydroxy-benzo[b]thiophen-2-yl)-morpholin-4-yl-methanone (7.7 g) was dissolved in ethyl acetate (500 ml) and a solution of nitric acid in dichloromethane (2M, 13.6 ml) was gradually added at 20° C. into. The solution was stirred 30 min at room temperature and then it was poured into ice-cold water and the resultant solid was filtered and dried in vacuum. The product was recrystallized from acetic acid.

Workup

  1. additionit was poured into ice-cold water
  2. filtrationthe resultant solid was filtered
  3. customdried in vacuum
  4. customThe product was recrystallized from acetic acid

Sources & evidence

ORD record
ord-90fa87cc74144b999629bb1092829344
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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