Hydrazine hydrate (1:1) → HCID 21498858, compound

HRID 1730032Notes

Reaction equation

HRID 1730032 reaction equation
C([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[N:7]=1)=O)C.O.[NH2:22][NH2:23]>CO>[NH:22]([C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[N:7]=1)=[O:3])[NH2:23]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53762490HCID 53762490, compound

Product 1

HCID 21498858HCID 21498858, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Ethoxycarbonyl-3-α-naphthyl-1,2,4-oxadiazole (10.0g.) was dissolved in methanol (150 ml.) and hydrazine hydrate (10.0g.) added dropwise with cooling. The mixture was stirred for fifteen minutes and the crystalline precipitate was filtered off, washed with methanol (10 ml.), and dried to give title compound (7.08 g), m.p. 211°-212° (decomp.) λmax. (EtOH) 302 nm (ε 10,100) νmax. (Nujol) 1680 cm.-1 (--CONH--).

Workup

  1. temperaturewith cooling
  2. filtrationthe crystalline precipitate was filtered off
  3. washwashed with methanol (10 ml.)
  4. customdried

Sources & evidence

ORD record
ord-637d600a8e8d4755a186ed7f5dc5e908
Source dataset
uspto-grants-1976_11
Patent number
US03991067

Reaction notes

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