2-Methyl-4-nitrophenyl isothiocyanate → HCID 18316501, compound

HRID 276428Notes

Reaction equation

HRID 276428 reaction equation
[Cl-].Cl[CH2:3][CH2:4][NH2+:5][CH2:6][CH:7]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[CH3:19][C:20]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:21]=1[N:29]=[C:30]=[S:31]>>[CH3:19][C:20]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:21]=1[N:29]=[C:30]1[N:5]([CH2:6][CH:7]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:4][CH2:3][S:31]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 18316386HCID 18316386, compound

Product 1

HCID 18316501HCID 18316501, compound

Procedure

Methyl cyclododecanecarboxylate was reduced according to Method B2b, Step 1 to give cyclododecylmethanol. The alcohol was converted to cyclododecylmethylbromide according to Method B2b, Step 2. The halide was reacted with 2-hydroxyethylamine according to Method B2b, Step 3 to give N-(2-hydroxyethyl)-N-(cyclododecylmethyl)amine. The alcohol was reacted with SOCl2 according to Method B7a to give N-(2-chloroethyl)-N-(cyclododecylmethyl)ammonium chloride. The chloroethylamine was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1a to give 2-(2-methyl-4-nitrophenylimino)-3-(cyclododecylmethyl)-1,3 -thiazolidine.

Sources & evidence

ORD record
ord-ad3e2a30a9094a46baea4785dd8e029a
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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