Methanethiol → HCID 13271794, compound

HRID 2295979Notes

Reaction equation

HRID 2295979 reaction equation
Cl[C:2]1[C:12]2[C:11]3[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:10]=3[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:8][CH2:7][C:6]=2[N:5]=[C:4]([CH3:24])[N:3]=1.[H-].[Na+].[CH3:27][SH:28]>CN(C)C=O.O>[Cl:17][C:15]1[CH:14]=[CH:13][C:11]2[C:12]3[C:2]([S:28][CH3:27])=[N:3][C:4]([CH3:24])=[N:5][C:6]=3[CH2:7][N:8]=[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:10]=2[CH:16]=1

Participants

6

Reactant 3

HCID 878MethanethiolHCID 24758Sodium hydrideHCID 132717911,9-Dichloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepine

Product 1

HCID 13271794HCID 13271794, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

In one portion 1.0 g (2.8 mmol) of 1,9-dichloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepine was added to a solution of 150 mg (3.1 mmol) of 50% mineral oil dispersion of sodium hydride and an excess of methyl mercaptan (>3.1 mmol) in 25 mL of dimethylformamide. The mixture was stirred at room temperature for 30 min and diluted with water. The resulting precipitate was collected by filtration to give a yellow solid. Recrystallization from a mixture of ether and methylene chloride gave pale yellow prisms, mp 181°-183°.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customto give a yellow solid
  3. customRecrystallization
  4. additionfrom a mixture of ether and methylene chloride
  5. customgave pale yellow prisms, mp 181°-183°

Sources & evidence

ORD record
ord-74c5061c3d5a44ebb704d7e7ee8830dc
Source dataset
uspto-grants-1984_01
Patent number
US04427589

Reaction notes

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