Benzyl chloroformate → HCID 9908112, compound

HRID 1637390Notes

Reaction equation

Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[CH3:12][S:13]([N:16]([CH2:31][CH2:32][Cl:33])[N:17]([S:27]([CH3:30])(=[O:29])=[O:28])C(OC1C=CC=CC=1)=O)(=[O:15])=[O:14]>>[CH2:5]([O:4][C:2]([N:17]([S:27]([CH3:30])(=[O:29])=[O:28])[N:16]([S:13]([CH3:12])(=[O:15])=[O:14])[CH2:31][CH2:32][Cl:33])=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

Reactant 2

HCID 10387Benzyl chloroformate

HCID 97995471,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-(phenoxycarbonyl)hydrazine

Product 1

HCID 9908112HCID 9908112, compound

Procedure

2-Benzyloxycarbonyl-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine (compound 11) was prepared by reacting benzyl chloroformate with compound 2 using a procedure similar to that described for compound 10d. The compound was isolated as a thick oil in a yield of approximately 41.3% by weight. 1H NMR (acetone-d): δ 7.2-7.6 (5H, m, aromatic H), 5.4 (2H, s, ArCH2), 3.5-4.0 (4H, m, CH2CH2Cl), 3.4 and 3.1 (6H, 2s, 2 CH3SO2).

Workup

customThe compound was isolated as a thick oil in a yield of approximately 41.3% by weight

Sources & evidence

ORD record: ord-31b74135ff4e4fe8bf4820450003dc42
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06040338

Reaction notes

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