Water → HCID 19003219, compound

HRID 2259283Notes

Reaction equation

HRID 2259283 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([OH:9])[CH2:5][CH2:4]1.C(N(CC)CC)C.[C:17]1([S:27](Cl)(=[O:29])=[O:28])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1.O>C(Cl)(Cl)Cl>[C:17]1([S:27]([NH:2][CH:3]2[CH2:8][CH2:7][CH:6]([OH:9])[CH2:5][CH2:4]2)(=[O:29])=[O:28])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 665601-Naphthalenesulfonyl chlorideHCID 178479278HCID 178479278, compound

Product 1

HCID 19003219HCID 19003219, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To 18.6 g of trans-4-aminocyclohexanol hydrochloride suspended in 700 ml of chloroform are added, at 5° C., 34 ml of triethylamine, followed by a solution containing 18.6g of 1-naphthylsulfonyl chloride in 100 ml of chloroform. After reacting for 15 hours, the reaction mixture is poured onto 500 ml of water. The expected product is obtained by filtration of the precipitate.

Workup

  1. additionare added, at 5° C.

Sources & evidence

ORD record
ord-e278dd7f9ae742e490e3df1bea4c0827
Source dataset
uspto-grants-1995_12
Patent number
US05472979

Reaction notes

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