Formaldehyde → HCID 21521125, compound

HRID 918471

Reaction equation

HRID 918471 reaction equation
[C:1]1([C:7]2[O:11][C:10](=[S:12])[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:18]=1[OH:27])([CH3:16])([CH3:15])[CH3:14].C=O.[CH2:30]1N2CN3CN(C2)CN1C3>CN(C)C=O.O>[C:23]([C:19]1[CH:20]=[C:21]([CH:22]=[C:17]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:18]=1[OH:27])[CH2:30][N:9]1[N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:11][C:10]1=[S:12])([CH3:26])([CH3:25])[CH3:24]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 4101HexamethylenetetramineHCID 314052,6-Di-tert-butylphenolHCID 7352545-Phenyl-1,3,4-oxadiazole-2-thiol

Product 1

HCID 21521125HCID 21521125, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

35.6 g of 5-phenyl-1,3,4-oxadiazole-2-thione (0.2 mol), 41.2 g of 2,6-di-tert.-butylphenol (0.2 mol), 6,6 g of paraformaldehyde (0.22mol) and 0.5 g of hexamethylenetetramine in 130 ml of dimethylformamide and 13 ml of water are heated to 110°C for 7 hours, whilst stirring. After cooling, the reaction mixture is stirred into 500 ml of ice water and the product which precipitates is isolated. For purification, the reaction product is repeatedly digested with methanol, filtered off and dried. 3-(3,5-di-t-Butyl-4-hydroxybenzyl)-5-phenyl-1,3,4-oxadiazole-2-thione (stabiliser N0. 6), thus obtained, has a melting point of 166°C.

Workup

  1. temperatureAfter cooling
  2. customthe product which precipitates
  3. customis isolated
  4. customFor purification
  5. filtrationfiltered off
  6. customdried

Sources & evidence

ORD record
ord-4b0b91e300f549ff8c1ba3cbbe9cca65
Source dataset
uspto-grants-1976_07
Patent number
US03971803

Linked notes

Loading…