1,1-Dimethylhydrazine → HCID 18696611, compound

HRID 1870549Notes

Reaction equation

HRID 1870549 reaction equation
[N:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[CH:7]=[CH:6][CH:5]=1)=[C:2]=[O:3].[CH3:16][N:17]([CH3:19])[NH2:18]>C1(C)C=CC=CC=1>[CH3:15][O:14][C:11]1[CH:12]=[C:13]2[C:8]([CH:7]=[CH:6][CH:5]=[C:4]2[NH:1][C:2]([NH:18][N:17]([CH3:19])[CH3:16])=[O:3])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 18696614HCID 18696614, compound

Product 1

HCID 18696611HCID 18696611, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of crude title compound of Step C (5.8 g) in toluene (85 mL) was cooled to 0° C. under N2. While stirring the reaction solution, 1,1-dimethylhydrazine (2.5 mL) was added and the mixture was allowed to warm to room temperature. After stirring for 30 min at room temperature, a precipitate formed. Filtration afforded 5.1 g of the title compound of Step D as a white solid melting at 152-153° C. 1H NMR (CDCl3): δ 8.48 (br s,1H), 7.89 (d,1H), 7.77 (m,1H), 7.58 (d,1H), 7.34 (t,1H), 7.17 (m,2H), 5.72 (br s,1H), 3.93 (s,3H), 2.72 (s,6H).

Workup

  1. additionwas added
  2. customa precipitate formed
  3. filtrationFiltration

Sources & evidence

ORD record
ord-4581525b302c4ddc9df2f42339dbc192
Source dataset
uspto-grants-2000_08
Patent number
US06096895

Reaction notes

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