Tetrahydrofuran → HCID 23345204, compound

HRID 1856556Notes

Reaction equation

HRID 1856556 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11])=[C:2]=[S:3].O1CCCC1.[CH3:18][CH:19]([NH:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:24][CH2:23]1)[CH3:20]>C(O)C>[CH3:20][CH:19]([N:21]([CH:22]1[CH2:23][CH2:24][N:25]([CH2:28][CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:26][CH2:27]1)[C:2]([NH:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11])=[S:3])[CH3:18]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 1376902-Nitrophenyl isothiocyanateHCID 23345092HCID 23345092, compound

Product 1

HCID 23345204HCID 23345204, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 21.6 parts of 1-isothiocyanato-2-nitrobenzene and 45 parts of tetrahydrofuran is stirred till all solid enters solution. Then there are added 29.5 parts of N-(1-methylethyl)-1-(2-phenylethyl)-4-piperidinamine and 160 parts of ethanol and the whole is stirred overnight at room temperature. The reaction mixture is evaporated and the residue is crystallized from 2-propanol. The product is filtered off and dried, yielding 43 parts (84%) of N-(1-methylethyl)-N'-(2-nitrophenyl)-N-[1-(2-phenylethyl)-4-piperidinyl]thiourea; mp. 100.6° C.

Workup

  1. stirringthe whole is stirred overnight at room temperature
  2. customThe reaction mixture is evaporated
  3. customthe residue is crystallized from 2-propanol
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-ebf9f2a14bc8428eb401548378b0da6e
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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