Triethylamine → HCID 70428452, compound

HRID 652765Notes

Reaction equation

HRID 652765 reaction equation
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([S:14](=[O:17])(=[O:16])[NH2:15])=[CH:8][C:4]=1[C:5]([OH:7])=O.[CH2:18](N(CC)CC)C.ClC(OCC)=O.[C:31]1([N:37]2[CH2:41][CH2:40][CH2:39][C:38]2(C)[CH2:42][NH2:43])[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]=1>O.CC(C)=O>[C:31]1([N:37]2[CH2:41][CH2:40][CH2:39][CH:38]2[CH:42]([CH3:18])[NH:43][C:5](=[O:7])[C:4]2[CH:8]=[C:9]([S:14](=[O:17])(=[O:16])[NH2:15])[CH:10]=[C:11]([O:12][CH3:13])[C:3]=2[O:2][CH3:1])[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 30176982,3-Dimethoxy-5-sulphamoylbenzoic acidHCID 21268519HCID 21268519, compound

Product 1

HCID 70428452HCID 70428452, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

13 g of 2,3-dimethoxy-5-sulphamoyl-benzoic acid (0.05 mole), 150 ml of acetone, 35 ml of water and 5 g of triethylamine (0.05 mole) are placed in a 500 ml flask fitted with an agitator, a thermometer, a condenser and a droping funnel. The mixture is cooled to between 0° to +5° C. and 5.5 g of ethyl chloroformate (0.05 mole) is poured in drop by drop. The reaction medium is agitated until the precipitate is completely dissolved, then re-cooled to 0° C. and 9.7 g of 1-(1-cyclohexenyl)-methyl-2-aminomethyl-pyrrolidine (0.05 mole) is poured in drop by drop.

Workup

  1. customfitted with an agitator
  2. additionis poured in drop by drop
  3. dissolutionis completely dissolved

Sources & evidence

ORD record
ord-be4d0d0a0c2345bdbe28c34b79fee8dd
Source dataset
uspto-grants-1987_06
Patent number
US04673686

Reaction notes

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