Formaldehyde → HCID 21521118, compound

HRID 918470Notes

Reaction equation

HRID 918470 reaction equation
[C:1]1([C:7]2[O:11][C:10](=[O: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=[O:12])([CH3:26])([CH3:25])[CH3:24]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 4101HexamethylenetetramineHCID 314052,6-Di-tert-butylphenolHCID 3522082-Phenyl-1,3,4-oxadiazol-2-IN-5-one

Product 1

HCID 21521118HCID 21521118, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

40.5 g of 5-phenyl-1,3,4-oxadiazol-2-one (0.25 mol), 51.5 g of 2,6-di-tert.-butyl-phenol (0.25 mol), 8.2 g of paraformaldehyde (0.27 mol) and 0.7 g of hexamethylenetetramine in 150 ml of dimethylformamide and 15 ml of water are heated to 110°C for 15 hours, whilst stirring. A yellowish solution results, from which the 3-(3,5-di-tert.-butyl-4-hydroxybenzyl)-5-phenyl-1,3,4-oxadiazol-2-one (stabiliser No. 1) which is formed crystallises out on cooling to room temperature. The product is filtered off, washed with a little methanol and dried in vacuo at 70°C. Melting point: 164°C.

Sources & evidence

ORD record
ord-ec8fb97a6ca84cfe96774e2fc2e5ed02
Source dataset
uspto-grants-1976_07
Patent number
US03971803

Reaction notes

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