Formaldehyde → HCID 57864661, compound

HRID 1917078Notes

Reaction equation

HRID 1917078 reaction equation
[C:1]1([CH3:21])[CH:6]=[CH:5][C:4]([S:7][CH2:8][CH2:9][NH:10][C:11](=[O:20])[O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:3][CH:2]=1.C=O.[C:24]1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:21][C:1]1[CH:6]=[CH:5][C:4]2[S:7][CH2:8][CH2:9][N:10]([C:11]([O:12][CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:20])[CH2:24][C:3]=2[CH:2]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 57864655HCID 57864655, compound

Product 1

HCID 57864661HCID 57864661, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of compound 25(120 mg), paraformaldehyde (120 mg, excess), p-toluenesulfonic acid (40 mg) in toluene (10 mL) was stirred at 70° C. for 24 h. The reaction mixture was filtered and washed with sat. NaHCO3 (2×5 mL). Removal of the solvent gave product 26 as a pure product by TLC and NMR. Yield: 110 mg, 89%.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with sat. NaHCO3 (2×5 mL)
  3. customRemoval of the solvent

Sources & evidence

ORD record
ord-6582cdf73b954b4eb93068a17cb88e31
Source dataset
uspto-grants-2013_12
Patent number
US08618282B2

Reaction notes

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