Acetic Anhydride → HCID 19811438, compound

HRID 373005Notes

Reaction equation

HRID 373005 reaction equation
[CH3:1][N:2]([CH3:28])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:20]2[C:11](=[CH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10]([NH:21][CH2:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])=[N:9][N:8]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[CH3:28][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]([C:7]1[C:20]2[C:11](=[CH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10]([NH:21][CH2:22][CH2:23][CH2:24][N:25]([CH3:26])[CH3:27])=[N:9][N:8]=1)[C:29](=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 343258HCID 343258, compound

Product 1

HCID 19811438HCID 19811438, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1,4-bis[N-(3-dimethylaminopropyl) amino]-2,3-diaza-anthracene (0.76 g) in pyridine (0.6 ml) and acetic anhydride (94 ml) is left at room temperature for 15 hours. After distillation of the solvent at reduced pressure the residue is dissolved in ethyl acetate (20 ml) and the organic solution is washed with 5% sodium bicarbonate (2×15 ml) and with brine (5 ml). Drying over sodium sulphate and removal of the solvent at reduced pressure gives 0.57 g of 1-[N-(3-dimethylaminopropyl)-N-(acetyl)amino]-4-[N-(3-dimethylaminopropyl)amino]-2,3-diaza-anthracene.

Workup

  1. distillationAfter distillation of the solvent at reduced pressure the residue
  2. dissolutionis dissolved in ethyl acetate (20 ml)
  3. washthe organic solution is washed with 5% sodium bicarbonate (2×15 ml) and with brine (5 ml)
  4. dry with materialDrying over sodium sulphate and removal of the solvent at reduced pressure

Sources & evidence

ORD record
ord-264450380f1742d99acb7b69525ccb09
Source dataset
uspto-grants-1992_11
Patent number
US05162320

Reaction notes

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