Dichloromethane → 1,3-Bis-n-heptyl-1-chlorocarbonyl-2-ethyl isothiourea

HRID 2198458Notes

Reaction equation

C(Cl)Cl.[C:4]([Cl:7])(Cl)=[O:5].C(N(CC)CC)C.[CH2:15]([NH:22][C:23](=[N:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[S:24][CH2:25][CH3:26])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>C1C=CC=CC=1>[CH2:28]([N:27]([C:4]([Cl:7])=[O:5])[C:23](=[N:22][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[S:24][CH2:25][CH3:26])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

Conditions

Temperature: 5 °C

Procedure

100 ml of dry CH2Cl2 was placed in a 500 ml flask equipped with a thermometer and dropping funnel and cooled to 5° C. in an ice bath. A solution of phosgene in benzene (170 g of 17.5 percent weight concentration) was then added. Next, a solution of 100 ml of dry CH2Cl2, 10.1 g triethylamine and 30 g of 1,3-diheptyl-2-ethyl isothiourea was added dropwise over a one hour period at 5° C. The mixture was then stirred overnight at ambient temperature.

Workup

customequipped with a thermometer

Sources & evidence

ORD record: ord-b6c7708c3ebb4829bec504fb0b9174be
Source dataset: uspto-grants-1982_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04357351

Reaction notes

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