Dimethylformamide → HCID 19009082, compound

HRID 1742387Notes

Reaction equation

HRID 1742387 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[C:12]([CH3:17])([CH3:16])[CH2:11][CH2:10][C:9]2([CH3:19])[CH3:18])=O.[NH:20]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1)[NH2:21].[CH3:31]N(C)C=O>>[C:26]([C:25]1[CH:24]=[CH:23][C:22]([N:20]2[CH2:2][CH2:3][C:4]([C:6]3[CH:15]=[CH:14][C:13]4[C:12]([CH3:17])([CH3:16])[CH2:11][CH2:10][C:9]([CH3:19])([CH3:18])[C:8]=4[CH:7]=3)=[N:21]2)=[CH:30][CH:29]=1)([O:28][CH3:31])=[O:27]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 120894-Hydrazinobenzoic acidHCID 147265116-(3-Chloropropionyl)-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

Product 1

HCID 19009082HCID 19009082, compound

Procedure

2.8 g (10 millimoles) of 6-3-chloropropionyl)-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene (for preparation see Example 9) and 1.5 g (10 millimoles) of 4-hydrazinobenzoic acid in 40 ml of dimethylformamide was stirred until the reaction was complete (check by thinlayer chromatography). The mixture was poured onto water and the resulting crystals were filtered off under suction and washed with water and ethanol. Drying gave 2.2 g of the title compound of melting point 276°-278° C.

Workup

  1. additionThe mixture was poured onto water
  2. filtrationthe resulting crystals were filtered off under suction
  3. washwashed with water and ethanol
  4. customDrying

Sources & evidence

ORD record
ord-227fc1d3693a4094be046f3aacb9e9d9
Source dataset
uspto-grants-1994_08
Patent number
US05338749

Reaction notes

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