Methanol → HCID 15068857, compound

HRID 1198142Notes

Reaction equation

HRID 1198142 reaction equation
C(O)(=O)/C=C/C(O)=O.[NH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([O:18][N+:19]([O-:21])=[O:20])[CH2:14][CH2:13]1.CO.[O-:24][C:25]#[N:26].[K+].C(=O)([O-])[O-].[K+].[K+]>O>[NH2:26][C:25]([NH:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([O:18][N+:19]([O-:21])=[O:20])[CH2:14][CH2:13]1)=[O:24]

Participants

6

Reactant 4

HCID 887MethanolHCID 11430Potassium CarbonateHCID 11378442Potassium cyanateHCID 86744895HCID 86744895, compound

Product 1

HCID 15068857HCID 15068857, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.53 g. 1-(2-aminoethyl)-4-nitroxypiperidine fumarate are dissolved in 15 ml. methanol and 5 ml. water. 1.62 g. Potassium cyanate is added thereto and the reaction mixture is stirred overnight at ambient temperature. A pH value of 10 is adjusted by the addition of potassium carbonate. The reaction mixture is extracted with ethyl acetate and the extracts are dried with anhydrous sodium sulphate. After evaporation and trituration of the residue with diethyl ether, the resultant crystals are filtered off with suction. There is obtained 1 g. of the title compound, i.e. 86% of theory; m.p. 114°-116° C.

Workup

  1. extractionThe reaction mixture is extracted with ethyl acetate
  2. dry with materialthe extracts are dried with anhydrous sodium sulphate
  3. customAfter evaporation and trituration of the residue with diethyl ether
  4. filtrationthe resultant crystals are filtered off with suction
  5. customThere is obtained 1 g

Sources & evidence

ORD record
ord-ec4409c729d449f185274875bf007147
Source dataset
uspto-grants-1994_01
Patent number
US05280031

Reaction notes

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