Triethylamine → HCID 23003463, compound

HRID 396536Notes

Reaction equation

HRID 396536 reaction equation
[S:1]1[C:5]([C:6](Cl)=[O:7])=[CH:4][N:3]=[N:2]1.Cl.[CH3:10][NH:11][O:12][CH3:13].[CH2:14](N(CC)CC)C>ClCCl>[CH3:13][O:12][N:11]([CH3:10])[C:6]([C:5]1[S:1][N:2]=[N:3][C:4]=1[CH3:14])=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 227144101,2,3-Thiadiazole-5-carbonyl chloride

Product 1

HCID 23003463HCID 23003463, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1,2,3-thiadiazole-5-carbonyl chloride (10.00 g, 61.5 mmol) and N,O-dimethylhydroxylamine hydrochloride (7.20 g, 73.8 mmol) in dichloromethane (200 ml) was added triethylamine (20.6 ml, 147.6 mmol) at 0° C. After stirring for 2 h at room temperature, the mixture was diluted with dichloromethane (300 ml), washed with water (200 ml×2) and dried (MgSO4). Removal of solvent gave 11.31 g (98%) of the title compound as brown crystals.

Workup

  1. washwashed with water (200 ml×2)
  2. dry with materialdried (MgSO4)
  3. customRemoval of solvent

Sources & evidence

ORD record
ord-6fbe0f40f267455d9a2d16f6818f1076
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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