Trichloromethanethiol → 6-chloro-2-ethyl-1-trichloromethanesulfenyl-1H-imidazo[4,5-b]quinoxaline

HRID 2397552Notes

Reaction equation

HRID 2397552 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]1[NH:12][C:13]([CH2:15][CH3:16])=[N:14][C:6]1=[N:5]2.[Cl:17][C:18]([SH:21])([Cl:20])[Cl:19].O1CCCC1.C(N(CC)CC)C>O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]1[N:12]([S:21][C:18]([Cl:20])([Cl:19])[Cl:17])[C:13]([CH2:15][CH3:16])=[N:14][C:6]1=[N:5]2

Participants

6

Reactant 4

HCID 6390TrichloromethanethiolHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 1784375416-chloro-2-ethyl-1H-imidazo[4,5-b]quinoxaline

Product 1

HCID 214360016-chloro-2-ethyl-1-trichloromethanesulfenyl-1H-imidazo[4,5-b]quinoxaline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Two parts of 6-chloro-2-ethyl-1H-imidazo[4,5-b]quinoxaline was combined with two parts of perchloromethyl mercaptan in sixty parts of tetrahydrofuran. One part of triethylamine was added slowly dropwise at 30° over a one-hour period. The mixture was poured into water and crude product was collected. The material was recrystallized from a chloroform:hexane mixture to give 1 part of 6-chloro-2-ethyl-1-trichloromethanesulfenyl-1H-imidazo[4,5-b]quinoxaline, m.p. 250° (dec.).

Workup

  1. customwas collected
  2. customThe material was recrystallized from a chloroform

Sources & evidence

ORD record
ord-a7b499623615418e9d6c65c4a43e77e0
Source dataset
uspto-grants-1977_05
Patent number
US04022777

Reaction notes

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