1,1-Dimethylhydrazine → HCID 15431068, compound

HRID 1737223Notes

Reaction equation

HRID 1737223 reaction equation
[N:1]([C:4]1[CH:20]=[CH:19][CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=1)=[C:2]=[O:3].[CH3:21][N:22]([CH3:24])[NH2:23]>O1CCCC1>[CH3:21][N:22]([CH3:24])[NH:23][C:2]([NH:1][C:4]1[CH:20]=[CH:19][CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=1)=[O:3]

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 13583849HCID 13583849, compound

Product 1

HCID 15431068HCID 15431068, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

The title compound of Step C was dissolved in 100 mL of dry tetrahydrofuran and cooled to 0° C. Then 1,1-dimethylhydrazine (2.3 g, 38.2 mmol) was added at 0° C. The resultant mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, diluted with water, extracted twice with methylene chloride and the combined extracts were dried (MgSO4). The organic solution was then concentrated under reduced pressure to yield the title compound of Step D as a brown solid which was carried on entirely in Step E.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with water
  3. extractionextracted twice with methylene chloride
  4. dry with materialthe combined extracts were dried (MgSO4)
  5. concentrationThe organic solution was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-6caaa0241cf14bb2b2ad2b02bb28bc90
Source dataset
uspto-grants-1999_10
Patent number
US05962436

Reaction notes

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