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N1-tert-butylethane-1,2-diamine → HCID 14699565, compound

HRID 2073288
Notes
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Reaction equation

HRID 2073288 reaction equation
[C:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:18][C:19](OCC)=[O:20])[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:24][C:25]([NH:28][CH2:29][CH2:30][NH2:31])([CH3:27])[CH3:26]>C[O-].[Na+]>[CH3:24][C:25]([NH:28][CH2:29][CH2:30][NH:31][C:19](=[O:20])[CH2:18][N:10]1[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:8]=[N:9]1)([CH3:27])[CH3:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 12504477N1-tert-butylethane-1,2-diamineHCID 146995514,5-Diphenyl-1-(ethoxycarbonylmethyl)-pyrazole

Product 1

HCID 14699565HCID 14699565, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideCatalyst

Procedure

A solution of 10.7 g (0.035 mol) of ethyl 4,5-diphenylpyrazole-1-acetate of example 1 in 10.9 g (0.094 mol) of 2-[(1,1-dimethylethyl)amino]ethanamine was heated with about 50 mg of sodium methoxide at about 150° C. for two hours. The excess amine was stripped off under vacuum and the residue was triturated in acetonitrile. The solid product was filtered off and recrystallized from isopropyl acetate to yield 8.8 g of white crystals, mp 115°-116° C.

Workup

  1. customthe residue was triturated in acetonitrile
  2. filtrationThe solid product was filtered off
  3. customrecrystallized from isopropyl acetate

Sources & evidence

ORD record
ord-050504992c7341dcbec5c56e1206d478
Source dataset
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04916150

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes