Hydrochloric Acid → HCID 70373490, compound

HRID 1709296Notes

Reaction equation

HRID 1709296 reaction equation
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:11][CH2:12][CH2:13][C:14]1[CH:32]=[CH:31][C:17]([CH2:18][CH2:19][NH:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)(=[O:23])=[O:22])=[CH:16][CH:15]=1.C(N(CC)CC)C.Cl>O.C(Cl)Cl>[OH:11][CH2:12][CH2:13][C:14]1[CH:32]=[CH:31][C:17]([CH2:18][CH2:19][N:20]([C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[S:21]([C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)(=[O:23])=[O:22])=[CH:16][CH:15]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 13826047HCID 13826047, compound

Product 1

HCID 70373490HCID 70373490, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2.63 g. (16 mmole) octanoyl chloride in 25 ml. methylene chloride is slowly added dropwise at 0° C. to a mixture of 5.5 g. (16 mmole) 4-chlorobenzenesulphonic acid-4-(2-hydroxyethyl)-phenethylamide], 1.8 g. (18 mmole) triethylamine and 100 ml. methylene chloride. The reaction mixture is then maintained for 1 hour at 0° C. and for a further 2 hours at ambient temperature. It is subsequently shaken out with dilute hydrochloric acid and water, dried with anhydrous sodium sulphate and evaporated. After chromatography with silica gel/methylene chloride, there are obtained 3.8 g. (51% of theory) of the desired product: m.p. 55° C.

Workup

  1. dry with materialdried with anhydrous sodium sulphate
  2. customevaporated
  3. customAfter chromatography with silica gel/methylene chloride, there are obtained 3.8 g

Sources & evidence

ORD record
ord-012fa640b0004547b95a381ea7c74469
Source dataset
uspto-grants-1990_08
Patent number
US04948809

Reaction notes

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