Phenyl Isothiocyanate → 4-Cyclohexyl 2-phenylthiocarbamoyl cyclohexanone

HRID 1284014Notes

Reaction equation

HRID 1284014 reaction equation
C1(C2CCC(N3CC[O:16]CC3)=CC2)CCCCC1.C1(N=C=S)C=CC=CC=1.[CH:28]1([CH:34]2[CH2:39][CH2:38][C:37](N3CCOCC3)=[C:36]([C:46](=[S:54])[NH:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[CH2:35]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[CH:28]1([CH:34]2[CH2:39][CH2:38][C:37](=[O:16])[CH:36]([C:46](=[S:54])[NH:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[CH2:35]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 7673Phenyl IsothiocyanateHCID 215152864-Cyclohexyl 1-morpholyl cyclohex-1 eneHCID 215152874-Cyclohexyl 2-phenylthiocarbamoyl 1-morpholyl cyclohex-1 ene2×

Product 1

HCID 215152964-Cyclohexyl 2-phenylthiocarbamoyl cyclohexanone

Procedure

Using the procedure of example 1 and starting from 9.2 g of 4-cyclohexyl 1-morpholyl cyclohex-1 ene and from 5 g phenyl isothiocyanate 7.8 g of 4-cyclohexyl 2-phenylthiocarbamoyl 1-morpholyl cyclohex-1 ene are obtained, melting at 143°. Acid hydrolysis of 7 g of 4-cyclohexyl 2-phenylthiocarbamoyl 1-morpholyl cyclohex- 1 ene gives 4.5 g of 4-cyclohexyl 2-phenylthiocarbamoyl cyclohexanone which melts at 150° .

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-914beedd92da42558ef712283be20d67
Source dataset
uspto-grants-1976_08
Patent number
US03978044

Reaction notes

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