Carbon Disulfide → HCID 56607257, compound

HRID 1249068Notes

Reaction equation

HRID 1249068 reaction equation
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][C@@H:3]([C:14]([O:16][CH3:17])=[O:15])[NH:2]1.C(N(CC)CC)C.[C:25](=[S:27])=[S:26].[C:28]1(CCl)[S:32][CH:31]=[CH:30][CH:29]=1>CO>[S:32]1[CH:31]=[CH:30][CH:29]=[C:28]1[S:27][C:25]([N:2]1[C@H:3]([C:14]([O:16][CH3:17])=[O:15])[CH2:4][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[NH:12][C:13]=2[CH2:1]1)=[S:26]

Participants

6

Reactant 4

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 698302-(Chloromethyl)thiopheneHCID 748083HCID 748083, compound

Product 1

HCID 56607257HCID 56607257, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the same manner as described in Example 53, methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (5.00 g), triethylamine (2.61 g), carbon disulfide (1.57 ml), methanol (100 ml) and 2-thenyl chloride (3.45 g) are reacted and treated. The product is recrystallized from benzene-n-hexane to give the title compound (6.00 g, 70%) as pale yellow needles, m.p. 150°-152° C.

Workup

  1. customare reacted
  2. additiontreated
  3. customThe product is recrystallized from benzene-n-hexane

Sources & evidence

ORD record
ord-f6a99f7357a9465b936aa88ffd293dfd
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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