3,5-Dichlorophenyl isothiocyanate → HCID 13314790, compound

HRID 2166300Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[S:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[NH2:12][C:13]([CH:21]([CH3:23])[CH3:22])([CH2:18][CH2:19][CH3:20])[C:14](OC)=[O:15]>O1CCCC1>[CH2:18]([C:13]1([CH:21]([CH3:23])[CH3:22])[NH:12][C:10](=[S:11])[N:9]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)[C:14]1=[O:15])[CH2:19][CH3:20]

Participants

Conditions

Temperature: 20 °C

Procedure

A solution of 2.0 g of 3,5-dichlorophenyl isothiocyanate in 10 ml of absolute tetrahydrofuran was added dropwise at 20° C. to a solution of 1.7 g of methyl 2-amino-2-(1-methylethyl)-pentanoate in 10 ml of absolute tetrahydrofuran and the mixture was stirred at 20° C. for a further 4 hours. Then the solvent was removed and the residue was recyrstallized from diisopropyl ether to obtain 1.6 g (46% of theory) of title compound melting at 160° C.

Workup

customThen the solvent was removed

Sources & evidence

ORD record: ord-747a676dbc3c4abbb8577ff23ae7916c
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04944791

Reaction notes

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