Potassium Nitrate → HCID 15983238, compound

HRID 1881222Notes

Reaction equation

HRID 1881222 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-])([O-:23])=[O:22].[K+]>CS(O)(=O)=O>[Cl:1][C:2]1[C:3]2[C:18]([N+:21]([O-:23])=[O:22])=[C:17]([OH:19])[C:16]([OH:20])=[CH:15][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

4

Reactant 2

HCID 24434Potassium NitrateHCID 67094183HCID 67094183, compound

Product 1

HCID 15983238HCID 15983238, compound

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

(3-Chloro-5,6-dihydroxy-benzo[b]thiophen-2-yl)-morpholin-4-yl-methanone (2.0 g) from Example 28 was slurried in methanesulfonic acid (40 ml) and then potassium nitrate (0.64 g) was gradually added. The reaction mixture was stirred at room temperature and after 15 min it was poured into ice water (100 ml). The solid was filtered, washed with water (50 ml) and dried in vacuum. The resultant solid was dissolved in DMF (6.2 ml) and then ethanol (18.4 ml) was added. The product was filtered and washed with methanol (15 ml).

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water (50 ml)
  3. customdried in vacuum
  4. dissolutionThe resultant solid was dissolved in DMF (6.2 ml)
  5. additionethanol (18.4 ml) was added
  6. filtrationThe product was filtered
  7. washwashed with methanol (15 ml)

Sources & evidence

ORD record
ord-92be0ffa622847dc8da9f791d509f4d4
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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