Dimethylformamide → HCID 53835630, compound

HRID 374814Notes

Reaction equation

HRID 374814 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[C:10]([C:12]3[NH:16][N:15]=[N:14][N:13]=3)[CH:9]=[CH:8][N:7]=2)=[N:4][N:3]=[N:2]1.C(N(CC)CC)C.[CH3:24][N:25]([CH3:29])[C:26](Cl)=[O:27].[CH3:30][N:31]([CH:33]=[O:34])[CH3:32]>CO>[CH3:24][N:25]([CH3:29])[C:26]([N:2]1[N:3]=[N:4][C:5]([C:6]2[CH:11]=[C:10]([C:12]3[N:16]=[N:15][N:14]([C:33](=[O:34])[N:31]([CH3:32])[CH3:30])[N:13]=3)[CH:9]=[CH:8][N:7]=2)=[N:1]1)=[O:27]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6598Dimethylcarbamoyl Chloride2×HCID 8471TriethylamineHCID 178420015HCID 178420015, compound

Product 1

HCID 53835630HCID 53835630, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.5 g of 2,4-bis(5-tetrazolyl)pyridine, 1.6 ml of triethylamine and 0.43 ml of dimethylcarbamoyl chloride in 5 ml of abs. DMF was stirred at room temperature for 24 h, excess dimethylcarbamoyl chloride was decomposed with methanol, and the mixture was then concentrated in vacuo. The result was 1.86 g of an oil which was purified on a silica gel column (40 g) with CH2Cl2 methanol, gradient 20:1 to 9:1, as eluent. 0.38 g of 10 was obtained, colorless crystals of melting point 150° C. (decomposition).

Workup

  1. concentrationthe mixture was then concentrated in vacuo
  2. customwas purified on a silica gel column (40 g) with CH2Cl2 methanol, gradient 20:1 to 9:1, as eluent

Sources & evidence

ORD record
ord-643207fcb05947cead3ef58d33a7577e
Source dataset
uspto-grants-1996_01
Patent number
US05482953

Reaction notes

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