Formamidine acetate → HCID 178497003, compound

HRID 2039621Notes

Reaction equation

HRID 2039621 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH2:11])=[C:6]([Cl:12])[C:5]=1[NH2:13].[C:15](O)(=O)C.C(N)=N>>[CH3:1][O:2][C:3]([C:4]1[C:5]([NH2:13])=[C:6]([Cl:12])[C:7]2[NH:11][CH:15]=[N:10][C:8]=2[CH:9]=1)=[O:14]

Participants

3

Reactant 2

HCID 160693Formamidine acetateHCID 578559942,4,5-Triamino-3-chloro-benzoic acid methyl ester

Product 1

HCID 178497003HCID 178497003, compoundYield 64%

Conditions

Temperature
80 °C

Procedure

See step e) of example H7 using 2,4,5-triamino-3-chloro-benzoic acid methyl ester as starting material and 2 equivalents of formamidine acetate. The reaction is stirred 2 days at a temperature of 80° C. Then the mixture is extracted with a solution of NaHCO3 saturated (2 times) and EtOAc. The organic phase is washed once with brine, dried on Na2SO4, filtrated and evaporated. A red-violet solid is obtained within 64% yield. LC/MS: 226/228 (M+1)+

Workup

  1. extractionThen the mixture is extracted with a solution of NaHCO3 saturated (2 times) and EtOAc
  2. washThe organic phase is washed once with brine
  3. customdried on Na2SO4
  4. filtrationfiltrated
  5. customevaporated
  6. customA red-violet solid is obtained within 64% yield

Sources & evidence

ORD record
ord-ecbef408584147059f9629f8c921d1dc
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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