Triethylamine → HCID 11197501, compound

HRID 1351221Notes

Reaction equation

HRID 1351221 reaction equation
[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[CH:13][C:12]2=[C:17]3[C:4]=1[CH2:5][CH:6](O)[N:7]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:8]3=[N:9][CH:10]=[N:11]2.C(N(CC)CC)C.CS(Cl)(=O)=O>ClCCl>[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[CH:13][C:12]2=[C:17]3[C:4]=1[CH:5]=[CH:6][N:7]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:8]3=[N:9][CH:10]=[N:11]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11450134HCID 11450134, compound

Product 1

HCID 11197501HCID 11197501, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 7,8-dimethoxy-4-phenyl-5,6-dihydro-4H-1,3,4-triaza-phenalen-5-ol (91 mg, 0.28 mmol) (from Example 20, Step A, supra) and triethylamine (0.23 mL, 1.69 mmol) in dichloromethane (50 mL) at 0° C. was added methanesulfonyl chloride (0.087 mL, 1.12 mmol) (Aldrich). The reaction solution was the stirred at room temperature for 2 hours. The solution was then concentrated, the residue was purified by chromatography using EtOAc/CH2Cl2/NEt3 (1:4:0.05) as eluent to give the desired 7,8-dimethoxy-4-phenyl-4H-1,3,4-triaza-phenalene as a white solid. (Yield 47 mg, 55%).

Workup

  1. concentrationThe solution was then concentrated
  2. customthe residue was purified by chromatography

Sources & evidence

ORD record
ord-e569e693afe9411cbf6225948bd2c8c5
Source dataset
uspto-grants-2007_05
Patent number
US07217717B2

Reaction notes

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