Triethylamine → HCID 131724742, compound

HRID 25086Notes

Reaction equation

HRID 25086 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[N:24][NH:25][C:26]2[N:31]=[CH:30][CH:29]=[CH:28][N:27]=2)[C:11]2[C:12]([CH2:20][CH:21]([OH:23])[CH3:22])=[CH:13][C:14]3[O:18][CH2:17][O:16][C:15]=3[CH:19]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.[CH3:39][S:40](Cl)(=[O:42])=[O:41]>ClCCl>[S:40]([O:23][CH:21]([CH3:22])[CH2:20][C:12]1[C:11]([C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[N:24][NH:25][C:26]2[N:27]=[CH:28][CH:29]=[CH:30][N:31]=2)=[CH:19][C:15]2[O:16][CH2:17][O:18][C:14]=2[CH:13]=1)(=[O:42])(=[O:41])[CH3:39]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 865938161-{6-[(4-Nitrophenyl)-(pyrimidin-2-yl-hydrazono)-methyl]-benzo-1,3-dioxol-5-yl}-propan-2-ol

Product 1

HCID 131724742HCID 131724742, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

2.35 g (5.58 mmol) of the compound prepared in Step A was dissolved in 50 ml of dry dichloromethane. The solution was cooled to 0° C. and after addition of 2.1 ml (15.07 mmol) of triethylamine 0.87 ml (11.22 mmol) of methanesulfonyl chloride was added over a period of 20 min, then the mixture was stirred at room temperature for 3 h. After washing with water it was dried and concentrated to yield 2.69 g (54%) of the title compound as an intermediate; Mp.: 122-124° C.

Workup

  1. additionwas added over a period of 20 min
  2. washAfter washing with water it
  3. customwas dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c3be713337a24650838c1b460b6c0e30
Source dataset
uspto-grants-2005_02
Patent number
US06858605B2

Reaction notes

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