Chloroethane → HCID 19711080, compound

HRID 724812Notes

Reaction equation

HRID 724812 reaction equation
[CH2:1](Cl)[CH3:2].[N:4]1([CH2:10][CH2:11][CH2:12][O:13][C:14]([N:16]2[N:21]=[C:20]([C:22]3[CH:23]=[C:24]4[C:29](=[CH:30][CH:31]=3)[N:28]([C:32](=[O:43])[C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[C:35]([O:41][CH3:42])[CH:34]=3)[CH2:27][CH2:26][CH2:25]4)[CH:19]([CH3:44])[S:18][C:17]2=[O:45])=[O:15])[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:1]([N:7]1[CH2:6][CH2:5][N:4]([CH2:10][CH2:11][CH2:12][O:13][C:14]([N:16]2[N:21]=[C:20]([C:22]3[CH:23]=[C:24]4[C:29](=[CH:30][CH:31]=3)[N:28]([C:32](=[O:43])[C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[C:35]([O:41][CH3:42])[CH:34]=3)[CH2:27][CH2:26][CH2:25]4)[CH:19]([CH3:44])[S:18][C:17]2=[O:45])=[O:15])[CH2:9][CH2:8]1)[CH3:2]

Participants

5

Reactant 3

HCID 6337ChloroethaneHCID 8471TriethylamineHCID 19711061HCID 19711061, compound

Product 1

HCID 19711080HCID 19711080, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

1.3 g of ethyl chloride dissolved in 10 ml of toluene are added dropwise with stirring to a solution of 10 g of 3-(3-piperazinopropoxycarbonyl)-5-[1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzoyl)-6-quinolyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one and 1.8 g of triethylamine in 100 ml of toluene, and the mixture is stirred with heating for one hour. The solvent is removed and the mixture is worked up in the conventional manner to give 3-[3-(1-ethyl-4-piperazinyl)-propoxycarbonyl]-5-[1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzoyl)-6-quinolyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one.

Workup

  1. additionare added dropwise
  2. temperaturewith heating for one hour
  3. customThe solvent is removed

Sources & evidence

ORD record
ord-11c9f22dd3214f99be3a6e5f63e2906f
Source dataset
uspto-grants-1998_01
Patent number
US05705497

Reaction notes

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