Diethylamine → HCID 13192414, compound

HRID 1761465Notes

Reaction equation

HRID 1761465 reaction equation
[CH3:1][N:2]1[C@H:16]2[C: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)=[CH:5][C@@H:4]([NH2:18])[CH2:3]1.[C:19]([N:26]1[CH:30]=[CH:29]N=[CH:27]1)(N1C=CN=C1)=[S:20].[CH2:31](NCC)C>>[CH3:1][N:2]1[C@H:16]2[C: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)=[CH:5][C@@H:4]([NH:18][C:19](=[S:20])[N:26]([CH2:30][CH3:29])[CH2:27][CH3:31])[CH2:3]1

Participants

4

Reactant 3

HCID 8021DiethylamineHCID 802641,1'-ThiocarbonyldiimidazoleHCID 10537963HCID 10537963, compound

Product 1

HCID 13192414HCID 13192414, compoundYield 74.7%

Procedure

By reaction of 9,10-didehydro-6-methylergoline-8β-amine with 1,1'-thiocarbonyldiimidazole and diethylamine analogously to Example 11, 3-(9,10-didehydro-6-methyl-8β-ergolinyl)-1,1-diethylthiourea is obtained, mp 207° C. (decomposition) and, respectively, therefrom the hydrogen maleate in a 74.7% yield (based on the 8β-amine), mp 180° C. (decomposition).

Sources & evidence

ORD record
ord-88c913f2e05846fca33f7ad58a3f22bc
Source dataset
uspto-grants-1989_05
Patent number
US04826852

Reaction notes

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