Formaldehyde → HCID 57864673, compound

HRID 1917067Notes

Reaction equation

HRID 1917067 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]([NH:5][CH2:6][CH2:7][S:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=[O:4].C=O.[C:21]1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[F:18][C:2]([F:1])([F:17])[C:3]([N:5]1[CH2:21][C:10]2[CH:11]=[C:12]([O:15][CH3:16])[CH:13]=[CH:14][C:9]=2[S:8][CH2:7][CH2:6]1)=[O:4]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 57864663HCID 57864663, compound

Product 1

HCID 57864673HCID 57864673, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of compound 12 (100 mg), paraformaldehyde (100 mg), p-toluenesulfonic acid (60 mg) in toluene (10 mL) was stirred at 80° C. overnight. Filtration, followed by washing with sat. NaHCO3 solution gave crude product 13 in an estimated yield of ˜70% by TLC and NMR.

Workup

  1. filtrationFiltration
  2. washby washing with sat. NaHCO3 solution

Sources & evidence

ORD record
ord-bef06670a9a14c22bd05cc7b0ec226e6
Source dataset
uspto-grants-2013_12
Patent number
US08618282B2

Reaction notes

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