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Hydrochloric Acid → 7-methanesulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

HRID 621458
Notes
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Reaction equation

HRID 621458 reaction equation
C1C2C=CC=CC=2CCNC1.C(N1CCC2C=CC(S([Cl:29])(=O)=O)=CC=2CC1)(=O)C.C([N:33]1[CH2:39][CH2:38][C:37]2[CH:40]=[CH:41][C:42]([S:44]([CH3:47])(=[O:46])=[O:45])=[CH:43][C:36]=2[CH2:35][CH2:34]1)(=O)C.Cl>>[ClH:29].[CH3:47][S:44]([C:42]1[CH:41]=[CH:40][C:37]2[CH2:38][CH2:39][NH:33][CH2:34][CH2:35][C:36]=2[CH:43]=1)(=[O:46])=[O:45]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14002432,3,4,5-Tetrahydro-1H-benzo(d)azepineHCID 112656343-Acetyl-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 113467373-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7-sulfonyl chloride

Product 1

HCID 212428797-methanesulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Procedure

Following the procedure of Examples 1 and 4, 2,3,4,5-tetrahydro-1H-3-benzazepine was converted to 3-acetyl-7-chlorosulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine and then to 3-acetyl-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine which was hydrolyzed with hydrochloric acid to give 7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride, m.p. 275°-277° C.

Sources & evidence

ORD record
ord-fd83b138521e4376a4f73a18e9b7c44c
Source dataset
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04824839

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes