Dimethylcarbamoyl Chloride → HCID 15586944, compound

HRID 225196Notes

Reaction equation

[CH3:1][N:2]1[C@H:16]2[C@@H:6]([C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@@H:4]([CH2:18][NH:19][NH2:20])[CH2:3]1.[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24]>>[CH3:1][N:2]1[C@H:16]2[C@@H:6]([C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@@H:4]([CH2:18][NH:19][NH:20][C:23](=[O:24])[N:22]([CH3:26])[CH3:21])[CH2:3]1

Participants

Reactant 2

HCID 6598Dimethylcarbamoyl Chloride

HCID 15586932HCID 15586932, compound

Product 1

HCID 15586944HCID 15586944, compoundYield 69%

Procedure

The process is carried out as in Example 4 with the difference that 0.6 g (0.00213 moles) of 6-methyl-8β-hydrazinomethyl-ergoline and 0.25 g (0.00234 moles) of dimethylcarbamoyl chloride are used as the starting substances. 0.5 g (69%) of 6-methyl-8β-([N'-dimethylcarbamoyl-hydrazino]-methyl)-ergoline are obtained; m.p.: 205°-206° C., [α]D20 =-36.2° (c=1, in 96% ethanol).

Sources & evidence

ORD record: ord-3c2e6d1e453a4b2e92f969b21ab48ab7
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04235912

Reaction notes

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