Triethylamine → HCID 86656093, compound

HRID 1803049Notes

Reaction equation

HRID 1803049 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)[CH2:5][CH2:6][OH:7].C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>ClCCl>[CH3:24][S:25]([O:1][CH2:2][CH2:3][N:4]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=1)[CH2:5][CH2:6][O:7][S:25]([CH3:24])(=[O:27])=[O:26])(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11107026HCID 11107026, compound

Product 1

HCID 86656093HCID 86656093, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-7.5 °C

Procedure

25 gms (0.1111 moles) of the product obtained from Example 1 and 45 gms (0.4455 moles) of triethylamine with 125 ml of dichloromethane were charged in a reaction vessel and cooled to −5 to −10° C. A solution of Methane sulphonyl chloride (45 gms, 0.3888 moles) in dichloromethane (50 ml) was added slowly at −5 to 10° C. and stirred for about 16 hours at 25-30° C. The resulting mixture was washed with water (25 ml). The collected organic layer was concentrated to obtain the title compound (36 gms).

Workup

  1. washThe resulting mixture was washed with water (25 ml)
  2. concentrationThe collected organic layer was concentrated

Sources & evidence

ORD record
ord-3bd8b9de18ad485c8e449c3dd5333226
Source dataset
uspto-grants-2013_01
Patent number
US08350031B2

Reaction notes

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