Methyl iodide → HCID 20377607, compound

HRID 2052279Notes

Reaction equation

HRID 2052279 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[N:12]=[N:13][N:14]=[C:7]1[NH:6][CH:5]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[H-].[Na+].CI.[CH:25](OC(C)C)(C)C>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[N:12]=[N:13][N:14]=[C:7]1[N:6]([CH3:25])[CH:5]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 7914Diisopropyl EtherHCID 24758Sodium hydrideHCID 135737545HCID 135737545, compound

Product 1

HCID 20377607HCID 20377607, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 0.4 g of 7-chloro-4,5-dihydro-5-phenyltetrazolo[1,5-a]quinazoline in 20 ml of dimethylformamide was added 0.07 g of 50% sodium hydride. After the mixture was stirred at room temperature for 1 hour, 0.4 g of methyl iodide was added thereto. The resulting mixture was stirred at room temperature for 2 hours and then poured into ice-water. The mixture was stirred with a small quantity of isopropyl ether, and the resulting precipitate was collected by filtration, washed successively with water and isopropyl ether, and dried to give 0.26 g of 7-chloro-4,5-dihydro-4-methyl-5-phenyltetrazolo[1,5-a]quinazoline as pale yellow crystals. Recrystallization from ethanol gave colorless scales, m.p. 282°-283° C.

Workup

  1. stirringThe resulting mixture was stirred at room temperature for 2 hours
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed successively with water and isopropyl ether
  4. customdried

Sources & evidence

ORD record
ord-5d36718361e84b058d9969988ed0755a
Source dataset
uspto-grants-1980_01
Patent number
US04183932

Reaction notes

Loading…