Formic Acid → HCID 178420386, compound

HRID 1030515Notes

Reaction equation

HRID 1030515 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([NH2:16])=[C:11]([NH2:15])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:17](O)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:10]2[NH:16][CH:17]=[N:15][C:11]=2[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 44012883-(Benzyloxy)benzene-1,2-diamine

Product 1

HCID 178420386HCID 178420386, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-benzyloxy-1,2-diaminobenzene 1.6 g (0.0073 mol) and formic acid (2.6 g, 0.057 mol) was heated to reflux for 1.5 h. The resulting mixture was then cooled, dissolved in methylene chloride, washed with 10% sodium carbonate solution, dried (Na2SO4) and evaporated to dryness in vacuo. The residue was recrystallized from acetonitrile to give the title compound in 0.75 g (46%) yield, m.p. 165°-167° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1.5 h
  3. temperatureThe resulting mixture was then cooled
  4. washwashed with 10% sodium carbonate solution
  5. dry with materialdried (Na2SO4)
  6. customevaporated to dryness in vacuo
  7. customThe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-cf799b4651e742f1bbcc6258620782d8
Source dataset
uspto-grants-1992_04
Patent number
US05106862

Reaction notes

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