Diethyl Ether → HCID 14208315, compound

HRID 620646Notes

Reaction equation

HRID 620646 reaction equation
[NH2:1][C@H:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=2[N:4]([CH3:19])[C:3]1=[O:20].[I:21][C:22]1[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=1[C:24](Cl)=[O:25].C(N(CC)CC)C.CCOCC>CCOC(C)=O.C(Cl)Cl>[CH3:19][N:4]1[C:5]2[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=2[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:8][C@H:2]([NH:1][C:24](=[O:25])[C:23]2[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=2[I:21])[C:3]1=[O:20]

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 691122-Iodobenzoyl chlorideHCID 7216755HCID 7216755, compound

Product 1

HCID 14208315HCID 14208315, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Equimolar amounts of 3(S)-amino-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one, o-iodo-benzoylchloride and triethylamine were mixed at room temperature and stirred 1 hour. Flash chromatography of the reaction solution on silica gel (5% Et2O in (CH2Cl2) provided the title compound as a crystalline solid from EtOAc: m.p. 115°-120° C. (physical change), 173°-175° C. (melt).

Sources & evidence

ORD record
ord-f14e70902bff41e3b783cd34a7511ff4
Source dataset
uspto-grants-1989_04
Patent number
US04820834

Reaction notes

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