Formic Acid → HCID 68427706, compound

HRID 1174705Notes

Reaction equation

HRID 1174705 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-fc6289c73ffd4a118c3a8d60b8a7aed9
Source dataset
uspto-grants-2010_11
Patent number
US07838547B2

Reaction notes

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