Chloroform → HCID 19425383, compound

HRID 742256Notes

Reaction equation

[Cl:1][C:2]1[C:7](Cl)=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[S:11].[CH2:12]([NH:14][CH2:15][C:16]([OH:18])=O)[CH3:13].C(N(CC)CC)C.C(Cl)(Cl)[Cl:27]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:27])[CH:5]=[CH:4][C:3]=1[N:9]1[C:16](=[O:18])[CH2:15][N:14]([CH2:12][CH3:13])[C:10]1=[S:11]

Participants

Reactant 4

HCID 6212Chloroform

HCID 8471Triethylamine

HCID 316542N-Ethylglycine

HCID 27962812,3-Dichlorophenyl Isothiocyanate

Product 1

HCID 19425383HCID 19425383, compound

Procedure

The title compound was prepared by the procedure described in Example 16 using 20.4 g of 2,3-dichlorophenyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 300 mL of chloroform. Purification was achieved by flash chromatography on silica gel (20% ethyl acetate in hexane) The title compound (8.8 g) was obtained as a light peach solid, m.p. 144°-146° C. Anal. Calcd. for. C11H10Cl2N2O S: C, 45.69; H, 3.49; N, 9.69. Found: C, 45.81; H, 3.40; N, 9.58. Mass spectrum (CI, [M+H]+) m/z 289/29 1/293.

Workup

customPurification
customwas obtained as a light peach solid, m.p. 144°-146° C

Sources & evidence

ORD record: ord-91f9469224e74e12ad63ae5228828b20
Source dataset: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05554607

Reaction notes

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