Triethylamine → HCID 67399174, compound

HRID 70582Notes

Reaction equation

HRID 70582 reaction equation
[CH3:1][N:2]([CH3:7])[S:3](Cl)(=[O:5])=[O:4].C(N(CC)CC)C.[CH3:15][C:16]1([CH3:30])[C:20]([CH3:22])([CH3:21])[O:19][B:18]([C:23]2[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=2)[O:17]1>C(Cl)(Cl)Cl>[CH3:1][N:2]([CH3:7])[S:3](=[O:5])(=[O:4])[NH:27][C:26]1[CH:25]=[CH:24][C:23]([B:18]2[O:19][C:20]([CH3:22])([CH3:21])[C:16]([CH3:30])([CH3:15])[O:17]2)=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 67399174HCID 67399174, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Dimethylsulfamoyl chloride (492 mg) and triethylamine (0.95 mL) were added to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (500 mg) in chloroform (5 mL), and the mixture was stirred at room temperature overnight. The reaction solution was concentrated and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→2:1) to give the title compound as a pale orange powder (427 mg).

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→2:1)

Sources & evidence

ORD record
ord-e19f16dbf2144e06aedbb4dd181dfd9b
Source dataset
uspto-grants-2014_09
Patent number
US08822503B2

Reaction notes

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