Formic Acid → HCID 68427706, compound

HRID 2043090Notes

Reaction equation

HRID 2043090 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH:12]3[NH:15][CH2:16][CH2:17][CH:11]23)=[CH:6][CH:5]=1)([O-:3])=[O:2].C=O.[CH:20](O)=O.Cl>O1CCOCC1>[CH3:20][N:15]1[CH2:16][CH2:17][CH:11]2[N:10]([C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=3)[CH2:14][CH2:13][CH:12]12

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 68427704HCID 68427704, compound

Product 1

HCID 68427706HCID 68427706, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1-(4-nitrophenyl)octahydropyrrolo[3,2-b]pyrrole (0.7 g), formaldehyde (37%; 0.27 ml), formic acid (0.28 ml) and dioxane (1 ml) was heated to reflux for two hours. The cooled reaction mixture was mixed with hydrochloric acid (2M; 1.7 ml) and concentrated. The residue was taken up in water, and potassium hydroxide was added until the reaction was strongly alkaline. The resulting precipitate was filtered off with suction. The product with the molecular weight of 247.30 (C13H17N3O2); MS (ESI): 248 (M+H+) was obtained in this way.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for two hours
  3. customThe cooled reaction mixture
  4. concentrationconcentrated
  5. additionpotassium hydroxide was added until the reaction
  6. filtrationThe resulting precipitate was filtered off with suction
  7. customMS (ESI): 248 (M+H+) was obtained in this way

Sources & evidence

ORD record
ord-d65b7442f46e4af2bf7ea745d8bf6a28
Source dataset
uspto-grants-2013_11
Patent number
US08586609B2

Reaction notes

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