Thiourea → HCID 178456240, compound

HRID 2164869Notes

Reaction equation

HRID 2164869 reaction equation
[CH2:1]([N:4]1[C@H:13]2[C@@H:8]([CH2:9][C:10](=O)[C:11](=[CH:14]N(C)C)[CH2:12]2)[CH2:7][CH2:6][CH2:5]1)[CH2:2][CH3:3].[NH2:19][C:20]([NH2:22])=[S:21]>C(O)C>[SH:21][C:20]1[N:22]=[CH:14][C:11]2[CH2:12][C@H:13]3[C@@H:8]([CH2:7][CH2:6][CH2:5][N:4]3[CH2:1][CH2:2][CH3:3])[CH2:9][C:10]=2[N:19]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 54074822trans-(+/-)-1-n-Propyl-6-oxo-7-dimethylaminomethylenedecahydroquinoline

Product 1

HCID 178456240HCID 178456240, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

One gram of trans-(±)-1-n-propyl-6-oxo-7-dimethylaminomethylenedecahydroquinoline was reacted with 0.33 g. of thiourea in 20 ml. of ethanol by refluxing overnight under a nitrogen atmosphere. The volatile constituents were removed in vacuo to yield trans-(±)-2-mercapto-6-n-propyl-5,5a,6,7,8,9,9a,10-octahydropyrimido[4,5-g]quinoline free base. The free base was converted to the dihydrochloride salt by standard procedures to yield 0.17 g. of dihydrochloride salt melting at 267°-277° C. after recrystallization from methanol.

Workup

  1. customThe volatile constituents were removed in vacuo

Sources & evidence

ORD record
ord-a6d47e27d18240cf8999f1ef278039a5
Source dataset
uspto-grants-1985_03
Patent number
US04507478

Reaction notes

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