Methyl iodide → HCID 22767708, compound

HRID 1111738Notes

Reaction equation

HRID 1111738 reaction equation
[C:1]1([C:7]2[NH:19][C:18]3[CH:17]=[CH:16][C:15]4[C:10](=[C:11]([NH2:21])[N:12]=[C:13]([NH2:20])[N:14]=4)[C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH3:24]I>CN(C)C=O>[CH3:24][N:19]1[C:18]2[CH:17]=[CH:16][C:15]3[C:10](=[C:11]([NH2:21])[N:12]=[C:13]([NH2:20])[N:14]=3)[C:9]=2[CH:8]=[C:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 22767711HCID 22767711, compound

Product 1

HCID 22767708HCID 22767708, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to that recorded in Example 2 (Method A), 6.88 g. 8-phenyl-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine in 300 ml. dry dimethylformamide is treated with 1.44 g. ca. 50% sodium hydride-mineral oil dispersion and the salt is reacted with 4.26 g. methyl iodide for 3 hours. The crude product is recrystallized from methanol (twice) and from acetonitrile to give 3.54 g. title compound, m.p. 295.0-296.5 (dec., softens 288°).

Workup

  1. customThe crude product is recrystallized from methanol (twice) and from acetonitrile
  2. customto give 3.54 g

Sources & evidence

ORD record
ord-3697c8869b234c97affa2ebb761b931d
Source dataset
uspto-grants-1978_10
Patent number
US04118561

Reaction notes

Loading…