HCID 11041530, compound → HCID 15617572, compound

HRID 2073165Notes

Reaction equation

HRID 2073165 reaction equation
[C:1]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:15][CH:16]([CH3:20])[C:17](Cl)=[O:18].[Al+3].[Cl-].[Cl-].[Cl-]>>[C:1]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([C:17](=[O:18])[CH:16]([Cl:15])[CH3:20])=[CH:14][C:9]=2[CH2:8][CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 11041530HCID 11041530, compoundHCID 86743840HCID 86743840, compound

Product 1

HCID 15617572HCID 15617572, compound

Procedure

Analogously to Example 1, 5-(2,3,4,5-tetrahydro-1H-1-benzazepin-7-yl)-6-methyl-3,6-dihydro-1,3,4-thiadiazin-2-one ("E"), m.p. 142°, is obtained from 7-(2-chloropropionyl)-2,3,4,5-tetrahydro-1H-1-benzazepin [obtainable by reaction of 1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepine with 2-chloropropionyl chloride/AlCl3 to give 1-acetyl-2,3,4,5-tetrahydro-7-(2-chloropropionyl)-1H-1-benzazepine (in addition, the 8-(2-chloropropionyl) isomer is obtained, which can be separated chromatographically) and subsequent removal of the acetyl group with HCl].

Sources & evidence

ORD record
ord-b4543b7167904a93b3de9684e5a140fb
Source dataset
uspto-grants-1990_04
Patent number
US04916128

Reaction notes

Loading…