Isopropyl Isothiocyanate → HCID 178456960, compound

HRID 1066097Notes

Reaction equation

HRID 1066097 reaction equation
NC1C=C(C(C)C)C=CC=1S(N)(=O)=O.C(N=C=S)(C)C.[NH2:21][C:22]1[CH:27]=[C:26]([CH:28]([CH3:30])[CH3:29])[CH:25]=[CH:24][C:23]=1[S:31]([NH:34][C:35]([NH:37][CH:38]([CH3:40])[CH3:39])=S)(=[O:33])=[O:32]>>[CH:28]([C:26]1[CH:25]=[CH:24][C:23]2[S:31](=[O:33])(=[O:32])[N:34]=[C:35]([NH:37][CH:38]([CH3:40])[CH3:39])[NH:21][C:22]=2[CH:27]=1)([CH3:30])[CH3:29]

Participants

4

Reactant 3

HCID 75263Isopropyl IsothiocyanateHCID 21197797HCID 21197797, compoundHCID 21197818HCID 21197818, compound

Product 1

HCID 178456960HCID 178456960, compound

Procedure

Starting from 2-amino-4-isopropylbenzenesulfonamide and isopropyl isothiocyanate, and following a procedure analogous to the one described in Example 4a, N-(2-amino-4-isopropylbenzenesulfonyl)-N′-isopropylthiourea was prepared. The crude product containing approx. 16% starting material (by 1H-nmr) was used without purification for the next step. Subsequent ring closure with phosgene by a procedure analogous to the one described in Example 4b gave the title compound; m.p. 237-239° C.

Workup

  1. customwas prepared
  2. customwas used without purification for the next step

Sources & evidence

ORD record
ord-dd7b796c6049496e8082fa3f4a296f43
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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