Diazomethane → HCID 53711600, compound

HRID 1249079Notes

Reaction equation

HRID 1249079 reaction equation
[C:1]1([CH2:6][S:7][C:8]([N:10]2[C@@H:22]([C:23]([OH:25])=[O:24])[CH2:21][C:20]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]([C:26]([S:28][CH2:29][C:30]4[S:34][CH:33]=[CH:32][CH:31]=4)=[S:27])[C:12]=3[CH2:11]2)=[S:9])[S:5][CH:4]=[CH:3][CH:2]=1.[N+](=[CH2:37])=[N-]>CCOCC>[C:1]1([CH2:6][S:7][C:8]([N:10]2[C@@H:22]([C:23]([O:25][CH3:37])=[O:24])[CH2:21][C:20]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]([C:26]([S:28][CH2:29][C:30]4[S:34][CH:33]=[CH:32][CH:31]=4)=[S:27])[C:12]=3[CH2:11]2)=[S:9])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 13561948HCID 13561948, compound

Product 1

HCID 53711600HCID 53711600, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of (3R)-2,9-di[(2-thenylthio)thiocarbonyl]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (0.3 g), diazomethane [prepared from N-nitrosomethylurea (1.55 g) and 40% KOH (4.5 ml)] and ether (30 ml) is allowed to stand at 0° C. overnight. Undissolved substances are removed by filtration and the filtrate is concentrated to give the title compound (150 mg, 50%) as pale yellow powder.

Workup

  1. customUndissolved substances are removed by filtration
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-0960b58d33e247afb340f8610a1a83f7
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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