Nitric Acid → HCID 15983107, compound

HRID 1881205Notes

Reaction equation

HRID 1881205 reaction equation
[OH:1][C:2]1[C:19]([OH:20])=[CH:18][C:5]2[S:6][C:7]([C:10]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[O:11])=[C:8]([CH3:9])[C:4]=2[CH:3]=1.[N+:21]([O-])([OH:23])=[O:22]>C(OCC)(=O)C>[OH:1][C:2]1[C:19]([OH:20])=[C:18]([N+:21]([O-:23])=[O:22])[C:5]2[S:6][C:7]([C:10]([N:12]3[CH2:13][CH2:14][O:15][CH2:16][CH2:17]3)=[O:11])=[C:8]([CH3:9])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 67094361HCID 67094361, compound

Product 1

HCID 15983107HCID 15983107, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(5,6-Dihydroxy-3-methylbenzo[b]thiophen-2-yl)morpholin-4-yl-methanone (0.10 g) was dissolved to ethyl acetate (60 ml). Nitric acid (2 eq, 2 M solution in dichloromethane) was added in small portions at 55° C. 15 minutes after last addition the mixture was cooled, washed with water, dried with Na2SO4 and concentrated to small volume. The precipitated product was filtered.

Workup

  1. addition15 minutes after last addition the mixture
  2. temperaturewas cooled
  3. washwashed with water
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated to small volume
  6. filtrationThe precipitated product was filtered

Sources & evidence

ORD record
ord-db79af40578a4836b09dc584f749fa79
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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