Carbon Disulfide → HCID 13561923, compound
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][CH:3]([C:14]([OH:16])=[O:15])[NH:2]1.[OH-].[K+].[CH:19](I)([CH3:21])[CH3:20].[C:23](=[S:25])=[S:24]>>[CH:19]([S:25][C:23]([N:2]1[CH:3]([C:14]([OH:16])=[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:24])([CH3:21])[CH3:20]Participants
5
Procedure
In the same manner as described in Example 6, (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (3.24 g), KOH (96%, 1.75 g), carbon disulfide (0.91 ml) and isopropyl iodide (1.8 ml) are reacted and treated. The product is crystallized from chloroform to give the title compound (1.59 g) as colorless needles, m.p. 188°-190° C.
Workup
- customare reacted
- additiontreated
- customThe product is crystallized from chloroform
Sources & evidence
- ORD record
- ord-358e110fd96046929743a84d941a7164
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04628057
Reaction notes
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